UNITED STATES
                       SECURITIES AND EXCHANGE COMMISSION
                             Washington, D.C. 20549

                                   FORM N-CSR

                          CERTIFIED SHAREHOLDER REPORT
                                       OF
                   REGISTERED MANAGEMENT INVESTMENT COMPANIES

Investment Company Act file number: 811-834

Name of Registrant: Vanguard Windsor Funds

Address of Registrant: P.O. Box 2600
                       Valley Forge, PA 19482

Name and address of agent for service: R. Gregory Barton, Esquire
                                       P.O. Box 876
                                       Valley Forge, PA 19482

Registrant's telephone number, including area code: (610) 669-1000

Date of fiscal year end:  October 31

Date of reporting period:  November 1, 2002 - April 30, 2003

Item 1: Reports to Shareholders


                                     Vanguard(R) Windsor(TM) II Fund

SEMIANNUAL REPORT
APRIL 30, 2003


                                                          THE VANGUARD GROUP (R)

Eternal Principles

     Markets change,  but the principles of successful  investing do not. During
the past few years, radical upheaval in the stock market has displayed the power
of this simple truth to dramatic effect.

     In the late 1990s,  stocks  experienced one of the greatest bull markets in
financial  history.  Then, in March 2000,  the longest  downturn since the Great
Depression began.

     In both  bull and bear  markets,  however,  the  principles  of  successful
investing  are  identical:  balance,  diversification,  and  attention to costs.
Balance among stock, bond, and money market funds allows you to pursue long-term
growth while moderating your risk.  Diversification  limits your exposure to the
disasters  that can befall any one security or sector.  Attention to costs means
you keep a larger share of any rewards produced by your investments.

     These principles are timeless. In fact, they're the basis of our very first
mutual  fund--Vanguard(R)  Wellington(TM) Fund, a balanced portfolio established
in 1929. Over time, balance, diversification, and attention to costs have proven
to be the master keys to investment success.

================================================================================
SUMMARY
- --------------------------------------------------------------------------------

*    Vanguard  Windsor II Fund's  Investor  Shares  returned 4.9% during the six
     months ended April 30, 2003, beating the average return of peer funds.

*    During the period,  the broad U.S. stock market drifted in mostly  negative
     territory  before  posting a strong April and ending the  half-year  with a
     5.0% gain.

*    The  financial  services,  utilities,  and  consumer  discretionary  stocks
     selected by the fund's advisers were the biggest contributors to the fund's
     advance.
- --------------------------------------------------------------------------------
================================================================================
CONTENTS
- --------------------------------------------------------------------------------

   1  Letter from the Chairman
   5  Adviser's Report
   8  Fund Profile
   9  Glossary of Investment Terms
  10  Performance Summary
  11  Results of Proxy Voting
  12  Financial Statements
- --------------------------------------------------------------------------------


                                                                      PICTURE OF
                                                                 JOHN J. BRENNAN

LETTER FROM THE CHAIRMAN

Fellow Shareholder,

Vanguard  Windsor II Fund's  Investor  Shares  returned  4.9%  during the fiscal
half-year  ended April 30, 2003.  That result  bested the average  return of the
fund's peer group and about matched that of the broad market, as measured by the
Wilshire  5000 Total Market  Index.  However,  the fund's  performance  slightly
trailed that of its primary benchmark, the Russell 1000 Value Index.

     The adjacent table shows the total returns-- capital change plus reinvested
distributions--for  Windsor  II's  Investor  and  Admiral  Shares and the fund's
benchmarks.  Information  about the per-share  components of the fund's  returns
appears in the table on page 4.

=======================================================
TOTAL RETURNS                          SIX MONTHS ENDED
                                       APRIL 30, 2003
- -------------------------------------------------------
Vanguard Windsor II Fund
  Investor Shares                            4.9%
  Admiral Shares                             5.0
Average Large-Cap Value Fund*                4.1
Russell 1000 Value Index                     5.3
Wilshire 5000 Index                          5.0
- -------------------------------------------------------
*Derived from data provided by Lipper Inc.

STOCKS OPENED AND CLOSED STRONGLY
During the six months ended April 30, 2003,  the overall U.S.  stock market,  as
represented by the Wilshire 5000 Index, returned 5.0%, a performance  reflecting
strong  rallies at the beginning and end of the period.  Inside these  bookends,
however,  stock prices drifted lower,  depressed by investor  apprehension about
geopolitical  tensions and the generally glum economic  news.  Although the U.S.
military  campaign  in Iraq  was  brief  and  successful,  economic  uncertainty
remained. Consumer spending remained strong, but the job market deteriorated and
red-hot  residential  real  estate  prices  began to  cool.  The  broad  economy
registered anemic growth.

     Small stocks,  as represented by the Russell 2000 Index,  performed  better
than the large stocks in the Russell 1000 Index, while growth stocks (those that
are expected to produce  rapid  earnings  growth) and value  stocks  (those that
generally trade at below-market valuations) produced similar returns.

     Overseas,  Asian stock markets were hit  especially  hard,  but as a group,
international stocks produced a modest positive return for U.S.-based investors.

================================================================================
ADMIRAL(TM) SHARES A LOWER-COST CLASS OF SHARES AVAILABLE TO MANY LONGTIME
SHAREHOLDERS AND TO THOSE WITH SIGNIFICANT INVESTMENTS IN THE FUND.
================================================================================

                                                                               1


BONDS DEFIED EXPECTATIONS
Bonds generated  surprisingly strong results, with the Lehman Brothers Aggregate
Bond Index--a broad measure of the taxable bond market--  returning  4.3%.  Bond
yields  began the fiscal  half-year at their  lowest  levels in 40 years,  which
would  generally  portend  unimpressive  returns,  but the bond  market  rallied
further,  in part because of a strong rebound in hard-hit corporate bonds. Long-
and  intermediate-term  interest rates fell somewhat during the period,  and the
yield  of the  3-month  U.S.  Treasury  bill--a  fair  proxy  for  money  market
yields--declined 34 basis points (0.34 percentage point) to 1.11%.

================================================================
MARKET BAROMETER                                   TOTAL RETURNS
                                    PERIODS ENDED APRIL 30, 2003
- ----------------------------------------------------------------
                                             SIX     ONE    FIVE
                                          MONTHS    YEAR  YEARS*
- ----------------------------------------------------------------
STOCKS
Russell 1000 Index (Large-caps)             4.8%  -13.5%   -2.3%
Russell 2000 Index (Small-caps)             7.6   -20.8    -2.5
Wilshire 5000 Index (Entire market)         5.0   -13.6    -2.6
MSCI All Country World Index Free
  ex USA (International)                    3.1   -15.2    -4.9
- ----------------------------------------------------------------
BONDS
Lehman Aggregate Bond Index                 4.3%   10.5%    7.6%
 (Broad taxable market)
Lehman Municipal Bond Index                 3.6     8.5     6.3
Citigroup 3-Month Treasury Bill Index       0.6     1.5     4.0
================================================================
CPI
Consumer Price Index                        1.4%    2.2%    2.5%
================================================================
*Annualized.

A STRONG APRIL HELPED TO GENERATE A SIX-MONTH GAIN
Like the broad  stock  market,  the  Windsor  II Fund  enjoyed  a strong  April,
enabling the fund to post a solid  advance in the first half of its fiscal year.
Windsor  II's  holdings in the  financial  services  sector (the fund's  largest
sector,  with over  one-quarter of assets)  outperformed  the overall sector and
contributed most to the fund's positive outcome. The fund also got a nice bounce
from  companies in the  utilities  and  consumer  discretionary  sectors,  which
together account for another 28% of fund assets.  Several materials & processing
companies also turned in very strong  six-month  returns,  further  boosting the
fund's performance.

     Windsor II was slowed down by its  holdings in the market's  chief  laggard
for the period,  the consumer  staples area, whose companies posted a collective
negative return for the six months.  Your fund  overweighted the sector compared
with its primary benchmark as its advisers  continued to hold perceived bargains
that the market failed to appreciate.

     The "other"  sector also deserves  mention,  owing to the fund's  increased
investment  during the half-year in one of the sector's  conglomerate  holdings,
Tyco International. Windsor II's stake in Tyco underscores the fund's contrarian
strategy of finding  beaten-down  large-capitalization  stocks that the advisers
believe have the potential to rebound strongly. Tyco's well-publicized

2


management  problems  have given its  shareholders  a rough ride,  but the stock
rallied 21% in April as  investors  became more  confident  about the  company's
future  under new  leadership.  Results  from other  holdings in this  catch-all
"other"  category  were  mixed.  You'll find more  information  about the fund's
individual holdings in the Adviser's Report on page 5.

THE FUND'S RELATIVE PERFORMANCE VERSUS ITS PEERS AND BENCHMARK
Helped by its significant  cost advantage,  Windsor II's six-month return easily
outdistanced  that of its  large-cap  value fund  peers.  In fact,  your  fund's
Investor  Shares'  annualized  expense ratio of 0.44% (0.33% for Admiral Shares)
for the period was nearly a full  percentage  point lower than the 1.41% average
expense ratio posted by competitor funds in 2002.

     Windsor II slightly lagged its benchmark,  the Russell 1000 Value Index, in
large part due to the fund's higher  concentration  in the weak consumer staples
area. The index also has a higher weighting in technology  companies versus that
of the fund. True to Windsor II's  fundamental  value  orientation,  your fund's
advisers  continued to  underweight  tech stocks in the belief that their prices
still were not low enough to merit a bigger  commitment.  While the fund's  tech
holdings  rose a bit in value,  the index sector did even better during the past
six  months.  Counteracting  this  relative  drag  versus the index,  the fund's
holdings in the utilities and materials & processing sectors easily outperformed
those  in the  index,  bringing  the net  returns  of the  fund's  positions  to
near-parity with the index's return.

     The table below shows the  apportionment  of assets  managed by each of the
fund's four  advisers.  The fund's  multimanager  arrangement  provides an extra
measure of  diversification  while giving the fund flexibility in overseeing its
large asset base.

YOUR FUND'S TIME-TESTED VALUE APPROACH
Since  its  inception,  Windsor  II has  consistently  emphasized  out-of-favor,
dividend-paying stocks that will ultimately reward patient investors. The market
is, of course,  anything but  consistent--and  it has certainly tried investors'
patience in recent years. It

================================================================
FUND ASSETS MANAGED                               APRIL 30, 2003
                                         -----------------------
                                         $ MILLION    PERCENTAGE
- ----------------------------------------------------------------

Barrow, Hanley, Mewhinney & Strauss, Inc.  $13,118           63%
Tukman Capital Management, Inc.              2,933           14
Equinox Capital Management, LLC              2,909           14
Vanguard Quantitative Equity Group           1,426            7
Cash Investments*                              463            2
- ----------------------------------------------------------------
Total                                      $20,849          100%
- ----------------------------------------------------------------
*This  cash is  invested  by The  Vanguard  Group in equity  index  products  to
simulate  investment  in stocks.  Each  adviser  also may maintain a modest cash
position.

                                                                               3



remains to be seen  whether  the  recent  turnaround  represents  the end of the
historic bear market. But whatever awaits investors through the rest of 2003 and
beyond,  you can rest  assured that  Windsor II will  maintain  its  time-tested
strategy and cost-efficient  operations.  Windsor II is most appropriate as just
one  component  of a  well-diversified  mix of stock,  bond,  and  money  market
investments  best  suited to one's  circumstances  and  goals.  A  balanced  and
diversified approach to investing is the proven way to build long-term wealth.

     Thank you for entrusting your assets to us. We look forward to reporting to
you near the end of 2003.


Sincerely,

/s/ John J. Brennan

John J. Brennan
Chairman and Chief Executive Officer

May 9, 2003



================================================================================
YOUR FUND'S PERFORMANCE AT A GLANCE              OCTOBER 31, 2002-APRIL 30, 2003

                                                         DISTRIBUTIONS PER SHARE
                                                         -----------------------
                              STARTING         ENDING       INCOME       CAPITAL
                           SHARE PRICE    SHARE PRICE    DIVIDENDS         GAINS
- --------------------------------------------------------------------------------
Windsor II Fund
  Investor Shares               $20.87         $21.62       $0.270        $0.000
  Admiral Shares                 37.05          38.38        0.495         0.000
================================================================================

4


ADVISER'S REPORT
The  Investor  Shares of the  Windsor II Fund  returned  4.9% for the six months
ended April 30,  2003,  compared  with a 5.3% return for the Russell  1000 Value
Index.

THE INVESTMENT ENVIRONMENT
Despite  a  relatively  stable  market,  a lot  happened  in the  fund's  fiscal
half-year:  Investors were frightened by the possibility of war,  depressed when
it was happening,  and then elated about the U.S. victory; the saga of corporate
greed and malfeasance  continued;  at one point consumer  confidence fell to its
lowest  level  in  almost  a  decade;   and  the  U.S.  Congress  and  the  Bush
administration  discussed a reduction in the taxation of dividends,  which could
have a significant long-term impact on returns.

     During the period,  money  flowed out of most equity  funds and poured into
bond and money market funds. One might assume that this risk-averse  environment
would encourage  conservative  leadership in the stock market,  but this was not
so. The Nasdaq-100 Index was among the strongest-performing indexes.

     For  the  six  months,  the   best-performing   equities  had  the  highest
price/earnings  ratios and the lowest dividend  yields.  Our guess is that since
these  stocks  declined  the most during the bear  market,  they are now seen as
having the greatest recovery potential.  Unfortunately,  the reality is that, in
an economy with significant  excess capacity,  capital spending will probably be
slow in coming back. Most technology  companies are either tied to this cycle or
to the related telecommunications industry. While investors are returning to the
scene of the crime,  so to speak,  it is not as  dangerous as it was in the late
1990s;  however, we advise caution,  as these stocks are still expensive.  Don't
rate a stock as cheap after looking at what it used to sell for; instead, decide
what it should sell for,  considering  fundamental  factors like earnings,  cash
flow, book value, and dividends.

     In the fiscal  half-year,  investors  chose  either  high-tech  stocks with
little or no earnings or bonds and money market funds.  The consensus of experts
and amateurs  alike was that interest rates were at or near the bottom and would
soon  rise.  However,  it is also a good  bet that  rates  will  stay low  until
consumers and businesses  improve their balance sheets,  in which case near-zero
money

================================================================================
INVESTMENT PHILOSOPHY

THE FUND REFLECTS A BELIEF THAT  SUPERIOR  LONG-TERM  INVESTMENT  RESULTS CAN BE
ACHIEVED  BY  HOLDING  A  DIVERSIFIED  PORTFOLIO  OF  OUT-OF-FAVOR  STOCKS  WITH
BELOW-AVERAGE  PRICE/EARNINGS  RATIOS,  ABOVE-AVERAGE  DIVIDEND YIELDS,  AND THE
PROSPECT OF ABOVE-AVERAGE TOTAL RETURNS.
================================================================================

                                                                               5



market  returns will be the reward for caution.  Equities in general are neither
expensive nor cheap, but with a bland business  outlook,  profits are not likely
to support a dramatic market advance.

OUR SUCCESSES
Our  better-performing  holdings were stocks of companies whose earnings seem to
be improving,  such as J.P.  Morgan Chase,  Washington  Mutual,  Public  Service
Enterprise Group, and Cendant.

OUR SHORTFALLS
Our  shortfalls  centered on our large  holdings in the consumer  staples sector
(primarily  food and tobacco  stocks) and our lack of holdings in  technology (a
strongly  performing sector for this period).  Poor returns from some individual
issues, such as ITT Industries and Boeing, also hurt our result.

OUR PORTFOLIO POSITIONING
The  holdings in our portion of the  portfolio  sell at a weighted  P/E ratio of
12.1 times lagging earnings,  which is only 68% of the P/E ratio of the Standard
& Poor's 500 Index. This is a larger-than-average discount. Our current yield on
dividends is 3.2%, which is 178% of the dividend yield of the S&P 500 and higher
than money market or even 5-year bond rates.  In an  environment  of significant
business  uncertainty,  these measures of value should allow our portfolio to do
well even if  difficult  times lie ahead,  as high  concentrations  of assets in
sectors with low volatility,  such as utilities,  energy,  health care, consumer
staples,  and financial  services,  usually  improve fund  performance in a slow
economy.

James P. Barrow, Portfolio Manager
Barrow, Hanley, Mewhinney & Strauss, Inc.

May 13, 2003

6


================================================================================
PORTFOLIO CHANGES                                SIX MONTHS ENDED APRIL 30, 2003

                             COMMENTS
- --------------------------------------------------------------------------------
ADDITIONS
Baxter International*        Baxter is a leading medical products manufacturer.
                             The stock fell -60% on concerns regarding several
                             financial liabilities and a slowdown in hemophilia
                             product sales. Baxter has now resolved most of the
                             financial liabilities, and we believe there is a
                             good case to be made for continued growth in the
                             hemophilia treatment market.
- --------------------------------------------------------------------------------
Duke Energy                  This company seems to represent good value after
                             suffering a large decline. The P/E ratio of 12
                             times depressed earnings and a 7% dividend yield
                             make us optimistic about its potential for
                             favorable price action. The company recently
                             decided to get out of proprietary energy trading
                             and repair its balance sheet by issuing a
                             convertible bond. The positive impact of this
                             action should more than offset any potential
                             dilution.
================================================================================
REDUCTIONS
Merck                        We sold the shares we owned, because they were more
                             expensive than the other issues in the portfolio.
                             However, this is a good company, and we would buy
                             it back at a lower price. In the meantime, we can
                             find companies with more upside potential.
- --------------------------------------------------------------------------------
*New holding in the portfolio.

                                                      See page 12 for a complete
                                                 listing of the FUND'S HOLDINGS.

                                                                               7


================================================================================
FUND PROFILE                                                As of April 30, 2003

This Profile provides a snapshot of the fund's  characteristics,  compared where
indicated  with both an appropriate  market index and a broad market index.  Key
terms are defined on page 9.

WINDSOR II FUND
- ---------------------------------------------------------
PORTFOLIO CHARACTERISTICS
                                COMPARATIVE         BROAD
                        FUND         INDEX*       INDEX**
- ---------------------------------------------------------
Number of Stocks        344            744         5,546
Median Market Cap     $21.3B         $21.8B        $28.2B
Price/Earnings Ratio   15.5x          17.2x         20.8x
Price/Book Ratio        2.1x           2.0x          2.6x
Yield                                  2.5%          1.7%
  Investor Shares       2.4%
  Admiral Shares        2.5%
Return on Equity       19.5%          18.3%         20.9%
Earnings Growth Rate    5.0%           3.9%          8.6%
Foreign Holdings        5.2%           0.0%          0.3%
Turnover Rate           22%+            --            --
Expense Ratio                           --            --
  Investor Shares     0.44%+
  Admiral Shares      0.33%+
Cash Investments        3.1%            --            --

- ---------------------------------------------------------
TEN LARGEST HOLDINGS (% OF TOTAL NET ASSETS)

Cendant Corp.                      2.9%
  (commercial services)
Citigroup, Inc.                    2.7
  (banking)
J.P. Morgan Chase & Co.            2.6
  (banking)
ConocoPhillips                     2.5
  (oil)
Allstate Corp.                     2.5
  (insurance)
Bank of America Corp.              2.3
  (banking)
Occidental Petroleum Corp.         2.3
  (oil)
ChevronTexaco Corp.                2.2
  (oil)
Washington Mutual, Inc.            2.1
  (banking)
Imperial Tobacco Group ADR         2.1
  (food, beverage, and tobacco)
- ---------------------------------------
Top Ten                           24.2%
- ---------------------------------------
The "Ten Largest  Holdings"  excludes any temporary cash  investments and equity
index products.

- ---------------------------------------------------------
VOLATILITY MEASURES

                            COMPARATIVE             BROAD
                      FUND       INDEX*    FUND   INDEX**
- ---------------------------------------------------------
R-Squared             0.92         1.00    0.49      1.00
Beta                  0.96         1.00    0.58      1.00
- ---------------------------------------------------------
===================
INVESTMENT FOCUS
STYLE:  VALUE
MARKET CAP:  LARGE
===================

- ---------------------------------------------------------
SECTOR DIVERSIFICATION (% OF COMMON STOCKS)

                                COMPARATIVE        BROAD
                         FUND        INDEX*      INDEX**
- ---------------------------------------------------------
Auto & Transportation    0.2%          3.3%         2.6%
Consumer Discretionary  15.3          10.5         15.6
Consumer Staples         9.8           4.9          6.8
Financial Services      29.7          34.8         22.5
Health Care              5.1           3.7         14.2
Integrated Oils          9.8           8.8          3.6
Other Energy             1.8           1.8          2.1
Materials & Processing   3.2           5.9          3.7
Producer Durables        5.0           4.4          3.9
Technology               2.8           5.9         13.2
Utilities               12.9          14.6          6.9
Other                    4.4           1.4          4.9
- ---------------------------------------------------------
 *Russell 1000 Value Index.
**Wilshire 5000 Index.
 +Annualized.

                                                            Visit our website at
                                                                WWW.VANGUARD.COM
                                         for regularly updated fund information.

8


================================================================================
GLOSSARY OF INVESTMENT TERMS

BETA.
A measure of the magnitude of a fund's past share-price fluctuations in relation
to the ups and downs of a comparative  index and an overall  market index.  Each
index is assigned a beta of 1.00.  Compared  with a given  index,  a fund with a
beta of 1.20 typically  would have seen its share price rise or fall by 12% when
the index rose or fell by 10%.  However,  a fund's  beta  should be  reviewed in
conjunction with its R-squared (see definition  below). The lower the R-squared,
the less correlation  there is between the fund and the benchmark,  and the less
reliable beta is as an indicator of volatility.
- --------------------------------------------------------------------------------
CASH INVESTMENTS.
The  percentage  of a fund's net assets  invested in "cash  equivalents"--highly
liquid, short-term,  interest-bearing  securities.  This figure does not include
cash  invested in futures  contracts or other equity index  products to simulate
stock investment.
- --------------------------------------------------------------------------------
EARNINGS GROWTH RATE.
The average  annual rate of growth in earnings  over the past five years for the
stocks now in a fund.
- --------------------------------------------------------------------------------
EXPENSE RATIO.
The  percentage  of  a  fund's  average  net  assets  used  to  pay  its  annual
administrative and advisory expenses.  These expenses directly reduce returns to
investors.
- --------------------------------------------------------------------------------
FOREIGN HOLDINGS.
The  percentage  of a fund's  equity  assets  represented  by stocks or American
Depositary Receipts of companies based outside the United States.
- --------------------------------------------------------------------------------
MEDIAN MARKET CAP.
An indicator of the size of companies in which a fund  invests;  the midpoint of
market  capitalization  (market price x shares  outstanding) of a fund's stocks,
weighted by the proportion of the fund's assets  invested in each stock.  Stocks
representing  half of the fund's  assets have market  capitalizations  above the
median, and the rest are below it.
- --------------------------------------------------------------------------------
PRICE/BOOK RATIO.
The share price of a stock divided by its net worth,  or book value,  per share.
For a fund, the weighted average price/book ratio of the stocks it holds.
- --------------------------------------------------------------------------------
PRICE/EARNINGS RATIO.
The ratio of a stock's  current  price to its  per-share  earnings over the past
year.  For a fund,  the weighted  average P/E of the stocks it holds.  P/E is an
indicator of market expectations about corporate prospects;  the higher the P/E,
the greater the expectations for a company's future growth.
- --------------------------------------------------------------------------------
R-SQUARED.
A measure of how much of a fund's past  returns can be  explained by the returns
from the market in general,  as measured  by a  comparative  index or an overall
market index.  If a fund's total  returns were  precisely  synchronized  with an
index's  returns,  its R-squared  would be 1.00.  If the fund's  returns bore no
relationship to the index's returns, its R-squared would be 0.
- --------------------------------------------------------------------------------
RETURN ON EQUITY.
The annual  average rate of return  generated by a company  during the past five
years  for  each  dollar  of   shareholder's   equity  (net  income  divided  by
shareholder's equity). For a fund, the weighted average return on equity for the
companies whose stocks it holds.
- --------------------------------------------------------------------------------
TURNOVER RATE.
An indication of the fund's  trading  activity.  Funds with high turnover  rates
incur higher  transaction costs and are more likely to distribute  capital gains
(which are taxable to investors).
- --------------------------------------------------------------------------------
YIELD.
A snapshot of a fund's income from interest and dividends.  The yield, expressed
as a percentage  of the fund's net asset value,  is based on income  earned over
the past 30 days and is  annualized,  or projected  forward for the coming year.
The index yield is based on the current  annualized  rate of  dividends  paid on
stocks in the index.
================================================================================

                                                                               9


================================================================================
PERFORMANCE SUMMARY                                         As of April 30, 2003

All of the returns in this report  represent past  performance,  which cannot be
used to predict future returns that may be achieved by the fund. Note, too, that
both share price and return can fluctuate  widely.  An investor's  shares,  when
redeemed,  could be worth more or less than their  original  cost.  The  returns
shown do not reflect taxes that a shareholder would pay on fund distributions or
on the redemption of fund shares.

Windsor II Fund
- --------------------------------------------------------------
Fiscal-Year Total Returns (%) October 31, 1992-April 30, 2003

        SCALE RANGE  -20% to 40%

     WINDSOR II FUND   RUSSELL 1000
     INVESTOR SHARES   VALUE INDEX
     ---------------   ------------
1993      19.5%           25.2%
1994       2.2             0.8
1995      23.1            24.7
1996      27.2            23.7
1997      31.3            33.2
1998      16.5            14.8
1999       4.6            16.5
2000       7.2             5.5
2001      -4.9           -11.9
2002     -12.5           -10.0
2003*      4.9             5.3
- --------------------------------------------------------------
*Six months ended April 30, 2003.
Note:  See  Financial  Highlights  tables  on pages 20 and 21 for  dividend  and
capital gains information.
- --------------------------------------------------------------------------------
- --------------------------------------------------------------------------------
AVERAGE ANNUAL TOTAL RETURNS for periods ended March 31, 2003

This table  presents  average annual total returns  through the latest  calendar
quarter--rather  than  through  the end of the  fiscal  period.  Securities  and
Exchange Commission rules require that we provide this information.

                                                              TEN YEARS
                                   ONE       FIVE     --------------------------
               INCEPTION DATE     YEAR      YEARS     CAPITAL    INCOME    TOTAL
- --------------------------------------------------------------------------------
Windsor II Fund
  Investor Shares   6/24/1985  -23.46%     -2.67%       6.32%     2.68%    9.00%
  Admiral Shares    5/14/2001  -23.39     -14.58*         --        --       --
- --------------------------------------------------------------------------------
*Return since inception.

10


================================================================================
NOTICE TO SHAREHOLDERS

At a special  meeting of  shareholders  on December 3, 2002,  fund  shareholders
approved the following proposals:

- -    Elect  trustees  for the fund.* The  individuals  listed in the table below
     were elected as trustees for the fund.  All trustees  served as trustees to
     the fund prior to the shareholder meeting.

- --------------------------------------------------------------------------------
                                                                      PERCENTAGE
TRUSTEE                             FOR             WITHHELD                 FOR
- --------------------------------------------------------------------------------
John J. Brennan          21,968,861,577          369,346,637               98.3%
Charles D. Ellis         21,957,445,039          380,763,175               98.3
Rajiv L. Gupta           21,915,253,073          422,955,141               98.1
JoAnn Heffernan Heisen   21,954,237,911          383,970,303               98.3
Burton G. Malkiel        21,912,296,197          425,912,017               98.1
Alfred M. Rankin, Jr.    21,967,224,550          370,983,664               98.3
J. Lawrence Wilson       21,924,527,426          413,680,788               98.1
- --------------------------------------------------------------------------------
*Results are for all funds within the same trust.

- -    Change the fund's  policy on investing in other mutual  funds.  This change
     enables the fund to invest its cash  reserves in  specially  created  money
     market and short-term bond funds. This new cash management  program,  which
     is similar to those of other large mutual fund  complexes,  should help the
     fund to achieve greater diversification and to earn modestly higher returns
     on its cash reserves. The fund will need Securities and Exchange Commission
     approval before implementing this new cash management program.

- --------------------------------------------------------------------------------
                                                         BROKER       PERCENTAGE
FOR                   AGAINST         ABSTAIN         NON-VOTES              FOR
- --------------------------------------------------------------------------------
12,258,400,713    633,582,298     394,834,210       503,839,458            88.9%
- --------------------------------------------------------------------------------
Note: Vote tabulations are rounded to the nearest whole number.

                                                                              11


================================================================================
FINANCIAL STATEMENTS                                  April 30, 2003 (unaudited)

STATEMENT OF NET ASSETS
This Statement  provides a detailed list of the fund's holdings,  including each
security's market value on the last day of the reporting period.  Securities are
grouped  and  subtotaled  by asset  type  (common  stocks,  bonds,  etc.) and by
industry sector. Other assets are added to, and liabilities are subtracted from,
the value of Total Investments to calculate the fund's Net Assets.  Finally, Net
Assets are divided by the outstanding  shares of the fund to arrive at its share
price, or Net Asset Value (NAV) Per Share.

     At the end of the Statement of Net Assets, you will find a table displaying
the  composition  of the fund's net assets.  Because all income and any realized
gains must be  distributed  to  shareholders  each year,  the bulk of net assets
consists of Paid-in Capital (money invested by shareholders).  The amounts shown
for  Undistributed  Net  Investment  Income and  Accumulated  Net Realized Gains
usually   approximate   the  sums  the  fund  had  available  to  distribute  to
shareholders as income  dividends or capital gains as of the statement date, but
may  differ  because  certain   investments  or  transactions   may  be  treated
differently  for  financial  statement  and tax purposes.  Any  Accumulated  Net
Realized Losses,  and any cumulative excess of distributions  over net income or
net realized gains, will appear as negative  balances.  Unrealized  Appreciation
(Depreciation)  is the  difference  between  the  market  value  of  the  fund's
investments  and their  cost,  and  reflects  the gains  (losses)  that would be
realized if the fund were to sell all of its investments at their statement-date
values.

================================================================================
                                                                          MARKET
                                                                          VALUE*
WINDSOR II FUND                                 SHARES                     (000)
- --------------------------------------------------------------------------------
COMMON STOCKS (94.6%)(1)
- --------------------------------------------------------------------------------
AUTO & Transportation (0.2%)
  FedEx Corp.                                  119,900                     7,180
  General Motors Corp.                         188,568                     6,798
  Ford Motor Co.                               609,353                     6,276
  Norfolk Southern Corp.                       245,500                     5,207
* Lear Corp.                                   110,300                     4,383
  PACCAR, Inc.                                  67,400                     3,937
  Southwest Airlines Co.                       206,000                     3,288
  Union Pacific Corp.                           35,200                     2,095
  CSX Corp.                                     49,200                     1,573
  Delphi Corp.                                 185,000                     1,554
* American Axle &
    Manufacturing Holdings, Inc.                48,400                     1,206
  Dana Corp.                                   121,400                     1,128
  CNF Inc.                                      17,000                       516
  Delta Air Lines, Inc.                         35,700                       457
                                                                        --------
                                                                          45,598
                                                                        --------
CONSUMER DISCRETIONARY (14.5%)
* Cendant Corp.                             42,994,062                   613,955
  Newell Rubbermaid, Inc.                   12,072,300                   367,964
  Sears, Roebuck & Co.                      12,425,000                   352,125
  Carnival Corp.                            12,000,000                   331,080
  Waste Management, Inc.                    14,841,397                   322,355
  Gannett Co., Inc.                          3,656,800                   276,893
  Wal-Mart Stores, Inc.                      4,092,200                   230,473
  The Walt Disney Co.                        5,736,832                   107,049
  McDonald's Corp.                           6,256,250                   106,983
================================================================================
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
*(2)Service Corp. International             28,414,400                    96,041
    Eastman Kodak Co.                        3,200,000                    95,712
*   Viacom Inc. Class B                        760,299                    10,401
*   Liberty Media Corp.                        872,209                     9,594
*   AutoNation, Inc.                           374,300                     5,184
    Liz Claiborne, Inc.                        156,200                     5,081
    VF Corp.                                   124,700                     4,906
*   Federated Department
      Stores, Inc.                             156,100                     4,780
    Gillette Co.                               145,700                     4,437
*   USA Interactive                            139,876                     4,189
    J.C. Penney Co., Inc.
     (Holding Company)                         242,800                     4,142
*   Jones Apparel Group, Inc.                  135,600                     3,867
*   Clear Channel
      Communications, Inc.                      85,800                     3,356
    Kimberly-Clark Corp.                        66,200                     3,295
*   GTECH Holdings Corp.                        96,100                     3,236
*   Harrah's Entertainment, Inc.                79,800                     3,143
*   Fox Entertainment Group, Inc.
      Class A                                  120,300                     3,056
    The McClatchy Co. Class A                   51,800                     3,035
    Tribune Co.                                 59,600                     2,919
*   Office Depot, Inc.                         215,300                     2,726
*   Reebok International Ltd.                   64,800                     2,013
*   Park Place Entertainment Corp.             256,100                     1,905
*   Republic Services, Inc. Class A             86,600                     1,858
================================================================================

12


================================================================================
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
*   Brinker International, Inc.                 53,300                     1,692
    Mattel, Inc.                                77,600                     1,687
    Washington Post Co. Class B                  2,200                     1,604
*   Yum! Brands, Inc.                           59,300                     1,465
*   Toys R Us, Inc.                            136,600                     1,400
*   Big Lots Inc.                              103,300                     1,293
*   Mandalay Resort Group                       44,000                     1,163
*   Rent-A-Center, Inc.                         13,300                       854
    Avon Products, Inc.                         14,600                       849
    Pittston Brink's Group                      58,000                       740
*   Saks Inc.                                   81,100                       726
    Outback Steakhouse                          19,700                       704
*   Getty Images, Inc.                          18,400                       623
    Nordstrom, Inc.                             35,500                       615
*   Polo Ralph Lauren Corp.                     25,500                       598
    May Department Stores Co.                   23,300                       504
*   American Greetings Corp. Class A            29,300                       427
    Belo Corp. Class A                          17,900                       403
    IKON Office Solutions, Inc.                 43,500                       338
*   GameStop Corp.                              26,000                       311
                                                                       ---------
                                                                       3,020,391
                                                                       ---------
CONSUMER STAPLES (9.3%)
  Imperial Tobacco Group ADR                12,840,000                   433,093
  ConAgra Foods, Inc.                       16,789,300                   352,575
  Altria Group, Inc.                        10,832,600                   333,211
  Anheuser-Busch Cos., Inc.                  5,064,800                   252,633
  PepsiCo, Inc.                              4,311,200                   186,589
  The Procter & Gamble Co.                   2,046,000                   183,833
  H.J. Heinz Co.                             2,276,500                    68,022
  Sara Lee Corp.                             3,407,800                    57,183
* Safeway, Inc.                              2,557,700                    42,509
  CVS Corp.                                    168,000                     4,067
  The Coca-Cola Co.                             69,500                     2,808
* The Kroger Co.                               165,900                     2,372
  Albertson's, Inc.                            119,200                     2,367
  SuperValu Inc.                               141,000                     2,322
  Kraft Foods Inc.                              69,600                     2,151
  PepsiAmericas, Inc.                          164,600                     2,056
  The Clorox Co.                                35,700                     1,614
  General Mills, Inc.                           35,200                     1,588
  Hershey Foods Corp.                           18,900                     1,233
  Colgate-Palmolive Co.                         21,100                     1,206
  Carolina Group                                61,000                     1,121
  Coca-Cola Enterprises, Inc.                   50,400                       982
                                                                       ---------
                                                                       1,935,535
                                                                       ---------
FINANCIAL SERVICES (28.0%)
  BANKS---NEW YORK CITY (2.7%)
  J.P. Morgan Chase & Co.                   18,791,504                   551,531
  The Bank of New York Co., Inc.               118,500                     3,134

  BANKS--OUTSIDE NEW YORK CITY (9.1%)
  Bank of America Corp.                      6,609,312                   489,420
- --------------------------------------------------------------------------------
- --------------------------------------------------------------------------------
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
 PNC Financial Services Group                9,545,222                   419,036
 Wells Fargo & Co.                           6,339,600                   305,949
 National City Corp.                         8,752,300                   262,219
 Wachovia Corp.                              3,269,502                   124,928
 FleetBoston Financial Corp.                 3,783,842                   100,347
 KeyCorp                                     2,816,900                    67,915
 Comerica, Inc.                                900,000                    39,159
 Bank One Corp.                                432,300                    15,584
 U.S. Bancorp                                  642,622                    14,234
 First Tennessee National Corp.                137,500                     6,023
 Union Planters Corp.                          210,300                     6,002
 AmSouth Bancorp                               259,500                     5,462
 SunTrust Banks, Inc.                           83,700                     4,789
 UnionBanCal Corp.                              94,774                     3,829
 Regions Financial Corp.                        96,900                     3,267
 BB&T Corp.                                     93,700                     3,055
 Commerce Bancshares, Inc.                      72,664                     2,750
 Hibernia Corp. Class A                        149,700                     2,713
 Hudson United Bancorp                          76,800                     2,561
 BancorpSouth, Inc.                            100,600                     2,022
 Whitney Holdings Corp.                         56,700                     1,915
 Cullen/Frost Bankers, Inc.                     58,100                     1,905
 First Virginia Banks, Inc.                     41,550                     1,697
 North Fork Bancorp, Inc.                       40,500                     1,311
 Greater Bay Bancorp                            81,700                     1,307
 Doral Financial Corp.                          18,900                       756
 Bank of Hawaii Corp.                           21,600                       712
 Trustmark Corp.                                27,200                       669

DIVERSIFIED FINANCIAL SERVICES (5.6%)
 Citigroup, Inc.                            14,426,973                   566,259
 John Hancock Financial
   Services, Inc.                            8,781,900                   254,851
 The Goldman Sachs Group, Inc.               2,059,000                   156,278
 Merrill Lynch & Co., Inc.                   2,443,100                   100,289
 Morgan Stanley                              1,938,960                    86,768
 American Express Co.                          149,100                     5,645
 Leucadia National Corp.                        99,200                     3,780
 Metropolitan Life Insurance Co.                99,800                     2,867
 Marsh & McLennan Cos., Inc.                    10,000                       477

FINANCIAL--DATA PROCESSING SERVICES (0.5%)
  Automatic Data Processing, Inc.            3,308,300                   111,258
* CheckFree Corp.                               78,100                     2,153

FINANCIAL--SMALL LOAN (1.2%)
  SLM Corp.                                  2,230,100                   249,771

FINANCIAL--MISCELLANEOUS (1.4%)
  Fannie Mae                                 3,883,400                   281,119
  Fidelity National Financial, Inc.            154,013                     5,298
  Radian Group, Inc.                            68,800                     2,731
================================================================================

                                                                              13


================================================================================
                                                                          MARKET
                                                                          VALUE*
WINDSOR II FUND                                 SHARES                     (000)
- --------------------------------------------------------------------------------
  Freddie Mac                                   33,300                     1,928

INSURANCE---LIFE
 Prudential Financial, Inc.                    187,200                     5,985
 The Principal Financial Group, Inc.            28,400                       826

INSURANCE---MULTILINE (4.8%)
 Allstate Corp.                             13,533,444                   511,429
 American International
   Group, Inc.                               4,426,601                   256,523
 The Hartford Financial
   Services Group Inc.                       2,524,827                   102,912
 St. Paul Cos., Inc.                         2,727,000                    93,645
 Old Republic International Corp.              157,000                     4,804
 SAFECO Corp.                                  101,000                     3,890
 Loews Corp.                                    89,200                     3,681
 Torchmark Corp.                                70,200                     2,720
 CIGNA Corp.                                    49,200                     2,573
 Reinsurance Group of America, Inc.             50,000                     1,433
 Cincinnati Financial Corp.                     37,100                     1,367
 AFLAC Inc.                                     41,500                     1,357
 Protective Life Corp.                          46,900                     1,347
 American Financial Group, Inc.                 27,800                       617

INSURANCE--PROPERTY-CASUALTY
  W.R. Berkley Corp.                            53,300                     2,475
  The PMI Group Inc.                            69,800                     2,151
  Progressive Corp. of Ohio                     26,300                     1,788
  Travelers Property Casualty
    Corp. Class A                               84,972                     1,379
  Travelers Property Casualty
    Corp. Class B                                2,772                        45

REAL ESTATE INVESTMENT TRUSTS (0.1%)
 Equity Office Properties
   Trust REIT                                  206,900                     5,373
 Simon Property Group, Inc. REIT                76,700                     2,816
 Public Storage, Inc. REIT                      74,800                     2,405
 Boston Properties, Inc. REIT                   58,900                     2,309
 Kimco Realty Corp. REIT                        59,700                     2,161
 Liberty Property Trust REIT                    67,600                     2,115
 Hospitality Properties Trust REIT              59,400                     1,711
 Duke Realty Corp. REIT                         52,200                     1,430
 ProLogis REIT                                  54,300                     1,398
 Archstone-Smith Trust REIT                     52,400                     1,195
 iStar Financial Inc. REIT                      39,800                     1,191
 General Growth
   Properties Inc. REIT                         19,400                     1,079
 CenterPoint Properties Corp. REIT              15,600                       904
 Mack-Cali Realty Corp. REIT                    21,300                       672
================================================================================
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
 Developers Diversified
   Realty Corp. REIT                            25,800                       650
 Weingarten Realty Investors REIT                9,700                       383

RENT & Lease Services---Commercial
 Ryder System, Inc.                            102,700                     2,551

SAVINGS & Loan (2.3%)
 Washington Mutual, Inc.                    11,306,449                   446,605
 Sovereign Bancorp, Inc.                       363,000                     5,608
 Golden West Financial Corp.                    74,100                     5,589
 Green Point Financial Corp.                   115,500                     5,516
 Charter One Financial, Inc.                   157,815                     4,585
 Roslyn Bancorp, Inc.                          113,700                     2,169
 Washington Federal Inc.                        95,404                     2,080
 Webster Financial Corp.                        37,900                     1,423
 Hudson City Bancorp, Inc.                      32,000                       741

SECURITIES BROKERS & Services (0.3%)
  Countrywide Financial Corp.                  837,009                    56,582
  Lehman Brothers Holdings, Inc.                82,200                     5,176
  Bear Stearns Co., Inc.                        33,500                     2,239
  First American Corp.                          52,800                     1,399
* E*TRADE Group, Inc.                          170,900                       940
                                                                      ----------
                                                                       5,851,615
                                                                      ----------
HEALTH CARE (4.8%)
  Bristol-Myers Squibb Co.                  14,209,600                   362,913
  Baxter International, Inc.                12,038,700                   276,890
  Wyeth                                      5,942,100                   258,660
  Pfizer Inc.                                2,039,200                    62,705
  Merck & Co., Inc.                            344,600                    20,049
  Schering-Plough Corp.                        240,600                     4,355
  Mylan Laboratories, Inc.                     146,400                     4,139
  Aetna Inc.                                    75,600                     3,765
* Genzyme Corp.-General Division                81,500                     3,283
  Becton, Dickinson & Co.                       79,700                     2,821
* Health Net Inc.                               75,000                     1,957
* Anthem, Inc.                                  18,800                     1,290
* Invitrogen Corp.                              39,100                     1,279
* Renal Care Group, Inc.                        39,100                     1,267
* STERIS Corp.                                  51,700                     1,174
* WebMD Corp.                                   74,300                       716
  Eli Lilly & Co.                               10,400                       664
* Coventry Health Care Inc.                     13,400                       547
* Genentech, Inc.                                6,900                       262
                                                                      ----------
                                                                       1,008,736
                                                                      ----------
INTEGRATED OILS (9.3%)
  ConocoPhillips                            10,346,534                   520,431
  Occidental Petroleum Corp.                15,834,800                   472,669
  ChevronTexaco Corp.                        7,375,543                   463,258
================================================================================

14


================================================================================
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
  BP PLC ADR                                 9,473,972                   365,127
  ExxonMobil Corp.                           3,197,956                   112,568
  Unocal Corp.                                 101,600                     2,814
  Amerada Hess Corp.                            34,500                     1,558
                                                                      ----------
                                                                       1,938,425
                                                                      ----------
OTHER ENERGY (1.6%)
    Transocean Inc.                         11,940,031                   227,458
*(2)Reliant Resources, Inc.                 15,837,040                    89,004
    Texas Genco Holdings, Inc.                 461,885                     8,037
    Apache Corp.                               106,785                     6,113
    Burlington Resources, Inc.                 129,900                     6,016
    Devon Energy Corp.                          79,581                     3,760
    XTO Energy, Inc.                           181,466                     3,539
    Anadarko Petroleum Corp.                    60,600                     2,691
*   Newfield Exploration Co.                    32,600                     1,121
    Equitable Resources, Inc.                   25,800                       991
                                                                       ---------
                                                                         348,730
                                                                       ---------
MATERIALS & Processing (3.1%)
(2)Hanson PLC ADR                            7,826,950                   219,311
   Dow Chemical Co.                          3,274,000                   106,863
   Monsanto Co.                              5,929,800                   103,179
(2)Millennium Chemicals, Inc.                7,368,142                   102,491
(2)Crompton Corp.                            6,238,569                    40,052
   E.I. du Pont de Nemours & Co.               333,887                    14,200
   Weyerhaeuser Co.                            128,500                     6,372
   International Paper Co.                     162,300                     5,802
   Alcoa Inc.                                  242,500                     5,561
   Praxair, Inc.                                93,900                     5,454
*  American Standard Cos., Inc.                 58,900                     4,193
   Masco Corp.                                 152,400                     3,211
   Sherwin-Williams Co.                        112,400                     3,134
*  Energizer Holdings, Inc.                    104,000                     2,997
   PPG Industries, Inc.                         56,500                     2,741
*  Pactiv Corp.                                125,200                     2,569
   Georgia Pacific Group                       122,000                     1,884
*  Smurfit-Stone Container Corp.               112,400                     1,581
   Precision Castparts Corp.                    53,500                     1,481
   Lubrizol Corp.                               44,500                     1,407
   Lafarge North America Inc.                   37,700                     1,201
   Newmont Mining Corp.
    (Holding Company)                           42,900                     1,159
   Cabot Corp.                                  41,100                     1,145
*  Owens-Illinois, Inc.                        107,800                       958
*  Shaw Group, Inc.                             66,900                       779
   Ball Corp.                                    7,000                       393
   The Timken Co.                               21,300                       377
                                                                      ----------
                                                                         640,495
                                                                      ----------
PRODUCER DURABLES (4.8%)
   The Boeing Co.                           14,084,300                   384,220
   Emerson Electric Co.                      5,762,900                   292,179
(2)Cooper Industries, Inc. Class A           4,650,800                   172,545
   United Technologies Corp.                 1,572,896                    97,221
================================================================================
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
   Lockheed Martin Corp.                        98,300                     4,920
*  Thermo Electron Corp.                       237,700                     4,319
   Deere & Co.                                  97,800                     4,306
*  Xerox Corp.                                 393,100                     3,876
   Caterpillar, Inc.                            59,800                     3,146
   Rockwell Collins, Inc.                      125,700                     2,687
   Illinois Tool Works, Inc.                    38,500                     2,463
   KB HOME                                      48,100                     2,370
   Pitney Bowes, Inc.                           60,400                     2,121
   Centex Corp.                                 24,200                     1,598
   Northrop Grumman Corp.                       17,810                     1,566
   HON Industries, Inc.                         51,400                     1,520
   Pentair, Inc.                                38,400                     1,480
   Goodrich Corp.                               59,700                       840
   Molex, Inc.                                  21,400                       499
   York International Corp.                     18,900                       452
                                                                        --------
                                                                         984,328
                                                                        --------
TECHNOLOGY (2.7%)
  International Business
    Machines Corp.                           2,085,900                   177,093
  Hewlett-Packard Co.                        7,406,672                   120,729
* Computer Sciences Corp.                    2,310,850                    76,143
  Raytheon Co.                               2,067,400                    61,877
  Texas Instruments, Inc.                    3,249,600                    60,085
* Corning, Inc.                              5,086,100                    27,567
* Storage Technology Corp.                     185,900                     4,595
  Rockwell Automation, Inc.                    145,600                     3,320
  Scientific-Atlanta, Inc.                     189,700                     3,083
* EMC Corp.                                    328,900                     2,990
* Lucent Technologies, Inc.                  1,527,900                     2,750
* Citrix Systems, Inc.                         109,500                     2,076
  Applera Corp.-Applied
    Biosystems Group                           116,800                     2,048
  PerkinElmer, Inc.                            173,200                     1,718
  Symbol Technologies, Inc.                    144,800                     1,583
* Emulex Corp.                                  71,500                     1,465
* Unisys Corp.                                 113,200                     1,177
* BMC Software, Inc.                            69,500                     1,037
* Jabil Circuit, Inc.                           52,700                       985
* Sun Microsystems, Inc.                       275,500                       909
* Macromedia, Inc.                              67,500                       851
  Motorola, Inc.                                92,600                       732
* Fairchild Semiconductor Corp.                 57,300                       680
* PanAmSat Corp.                                30,600                       529
* Arrow Electronics, Inc.                       29,500                       498
* Perot Systems Corp.                           32,100                       341
                                                                     -----------
                                                                         556,861
                                                                     -----------
UTILITIES (12.2%)
  Public Service Enterprise
    Group, Inc.                             11,007,000                   423,439
  Verizon Communications                    11,215,854                   419,249
  Entergy Corp.                              8,185,700                   381,535
================================================================================

                                                                              15

================================================================================
                                                                          MARKET
                                                                          VALUE*
WINDSOR II FUND                                 SHARES                     (000)
- --------------------------------------------------------------------------------
   American Electric
     Power Co., Inc.                        13,054,460                   344,377
   Southern Co.                              8,972,500                   261,010
   Duke Energy Corp.                         8,362,600                   147,098
(2)CenterPoint Energy Inc.                  15,899,700                   125,608
*(2)Mirant Corp.                            32,631,600                   108,011
   Exelon Corp.                              1,777,200                    94,263
*  Comcast Corp. Class A                     2,734,443                    87,256
   SBC Communications Inc.                   2,529,949                    59,100
   BellSouth Corp.                             630,100                    16,061
*  Comcast Corp.-;Special Class A              263,800                     7,930
   Sprint Corp.                                598,200                     6,885
*  Edison International                        401,300                     5,855
   Sempra Energy                               211,800                     5,685
   Constellation Energy Group, Inc.            191,700                     5,613
   PPL Corp.                                   124,600                     4,511
   Dominion Resources, Inc.                     74,700                     4,421
   AT&T Corp.                                  256,369                     4,371
   Consolidated Edison Inc.                     99,500                     3,868
   KeySpan Corp.                               104,300                     3,533
   FirstEnergy Corp.                           100,100                     3,376
   Wisconsin Energy Corp.                       98,000                     2,580
   NICOR Inc.                                   85,000                     2,555
   FPL Group, Inc.                              40,900                     2,490
   ALLTEL Corp.                                 51,900                     2,432
   CMS Energy Corp.                            361,100                     2,250
*  Qwest Communications
     International Inc.                        577,900                     2,179
   SCANA Corp.                                  57,000                     1,809
*  AT&T Wireless Services Inc.                 272,900                     1,763
   National Fuel Gas Co.                        72,000                     1,689
   CenturyTel, Inc.                             48,800                     1,437
   Energy East Corp.                            52,600                       958
*  Cox Communications, Inc.
     Class A                                    22,500                       745
*  Adelphia Communications
     Corp. Class A                              74,500                        13
                                                                       ---------
                                                                       2,545,955
                                                                       ---------
OTHER (4.1%)
  Tyco International Ltd.                   23,975,100                   374,012
  ITT Industries, Inc.                       4,579,200                   266,967
  General Electric Co.                       6,276,600                   184,846
  Textron, Inc.                                324,800                     9,578
  Honeywell International Inc.                 250,700                     5,917
  Fortune Brands, Inc.                         119,900                     5,803
  3M Co.                                        43,400                     5,470
  Johnson Controls, Inc.                        26,100                     2,146
  Brunswick Corp.                               68,000                     1,485
  Teleflex Inc.                                 38,400                     1,474
                                                                     -----------
                                                                         857,698
                                                                     -----------
- --------------------------------------------------------------------------------
TOTAL COMMON STOCKS
  (Cost $18,403,903)                                                  19,734,367
- --------------------------------------------------------------------------------
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
TEMPORARY INVESTMENTS (5.6%)(1)
- --------------------------------------------------------------------------------
Vanguard Index Participation
  Equity Receipts--
  Total Stock Market                         1,992,800                   171,859

                                                  Face
                                                Amount
                                                 (000)
                                             ---------
Federal National Mortgage Assn.
(3) 1.17%, 7/2/2003                           $ 28,000                    27,945
Repurchase Agreements
Collateralized by U.S. Government
   Obligations in a Pooled Cash Account
   1.32%, 5/1/2003                             914,594                   914,594
   1.32%, 5/1/2003--Note G                      43,705                    43,705
- --------------------------------------------------------------------------------
TOTAL TEMPORARY INVESTMENTS
  (Cost $1,155,600)                                                    1,158,103
- --------------------------------------------------------------------------------
TOTAL INVESTMENTS (100.2%)
  (Cost $19,559,503)                                                  20,892,470
- --------------------------------------------------------------------------------
OTHER ASSETS AND LIABILITIES---NET (-0.2%)                              (43,337)
- --------------------------------------------------------------------------------
NET ASSETS (100%)                                                    $20,849,133
================================================================================
*See Note A in Notes to Financial Statements.
*Non-income-producing security.
(1)The fund invests a portion of its cash reserves in equity markets through the
use of index futures contracts and exchange-traded funds. After giving effect to
these investments, the fund's effective common stock and temporary cash
investment positions represent 96.9% and 3.3%, respectively, of net assets. See
Note E in Notes to Financial Statements.
(2)Considered an affiliated company of the fund, as the fund owns more than 5%
of the outstanding voting securities of such company. The total market value of
investments in affiliated companies was $953,063,000.
(3)Security segregated as initial margin for open futures contracts.
ADR--American Depositary Receipt.
REIT--Real Estate Investment Trust.

- --------------------------------------------------------------------------------
STATEMENT OF ASSETS AND LIABILITIES
- --------------------------------------------------------------------------------
ASSETS
  Investments in Securities, at Value                                $20,892,470
  Receivables for Investment
    Securities Sold                                                      128,569
  Other Assets--Note C                                                    62,647
                                                                     -----------
    Total Assets                                                      21,083,686
                                                                     -----------
LIABILITIES
  Payables for Investment Securities
    Purchased                                                            129,554
  Security Lending Collateral Payable
    to Brokers---Note G                                                   43,705
  Other Liabilities                                                       61,294
                                                                      ----------
    Total Liabilities                                                    234,553
                                                                      ----------
- --------------------------------------------------------------------------------
NET ASSETS (100%)                                                    $20,849,133
================================================================================

16


                                                                          AMOUNT
                                                                           (000)
================================================================================
AT APRIL 30, 2003, NET ASSETS CONSISTED OF:
- --------------------------------------------------------------------------------
Paid-in Capital                                                     $20,867,525
Undistributed Net Investment Income                                     138,799
Accumulated Net Realized Losses                                      (1,513,020)
Unrealized Appreciation
  Investment Securities                                               1,332,967
  Futures Contracts                                                      22,862
- --------------------------------------------------------------------------------
NET ASSETS                                                          $20,849,133
================================================================================
Investor Shares--Net Assets
Applicable to 837,997,451 outstanding $.001
  par value shares of beneficial interest
 (unlimited authorization)                                          $18,115,673
- --------------------------------------------------------------------------------
NET ASSET VALUE PER SHARE--
  INVESTOR SHARES                                                        $21.62
- --------------------------------------------------------------------------------

Admiral Shares---Net Assets
Applicable to 71,217,725 outstanding $.001
  par value shares of beneficial interest
 (unlimited authorization)                                           $2,733,460
- --------------------------------------------------------------------------------
NET ASSET VALUE PER SHARE--
  ADMIRAL SHARES                                                         $38.38
================================================================================
See Note E in Notes to Financial Statements for the tax-basis components of net
assets.


                                                                              17


STATEMENT OF OPERATIONS

This Statement shows the types of income earned by the fund during the reporting
period,  and details the operating expenses charged to each class of its shares.
These expenses  directly reduce the amount of investment income available to pay
to  shareholders  as income  dividends.  This  Statement also shows any Net Gain
(Loss) realized on the sale of investments,  and the increase or decrease in the
Unrealized Appreciation (Depreciation) of investments during the period.

================================================================================
                                                                 WINDSOR II FUND
                                                 SIX MONTHS ENDED APRIL 30, 2003
                                                                           (000)
- --------------------------------------------------------------------------------
INVESTMENT INCOME
INCOME
  Dividends*                                                          $ 288,202
  Interest                                                                4,682
  Security Lending                                                          153
- --------------------------------------------------------------------------------
     Total Income                                                       293,037
- --------------------------------------------------------------------------------
Expenses
  Investment Advisory Fees--Note B
    Basic Fee                                                            12,903
    Performance Adjustment                                                2,628
  The Vanguard Group--Note C
    Management and Administrative
      Investor Shares                                                    23,083
      Admiral Shares                                                      2,055
    Marketing and Distribution
      Investor Shares                                                     1,145
      Admiral Shares                                                        134
  Custodian Fees                                                            212
  Shareholders' Reports and Proxies
    Investor Shares                                                         507
    Admiral Shares                                                            6
  Trustees' Fees and Expenses                                                15
- --------------------------------------------------------------------------------
    Total Expenses                                                       42,688
    Expenses Paid Indirectly--Note D                                     (1,521)
- --------------------------------------------------------------------------------
    Net Expenses                                                         41,167
- --------------------------------------------------------------------------------
NET INVESTMENT INCOME                                                   251,870
- --------------------------------------------------------------------------------
REALIZED NET GAIN (LOSS)
  Investment Securities Sold*                                          (565,232)
  Futures Contracts                                                     (15,438)
- --------------------------------------------------------------------------------
REALIZED NET GAIN (LOSS)                                               (580,670)
- --------------------------------------------------------------------------------
CHANGE IN UNREALIZED APPRECIATION (DEPRECIATION)
  Investment Securities                                               1,274,810
  Futures Contracts                                                      23,346
- --------------------------------------------------------------------------------
CHANGE IN UNREALIZED APPRECIATION (DEPRECIATION)                      1,298,156
- --------------------------------------------------------------------------------
NET INCREASE (DECREASE) IN NET ASSETS RESULTING FROM OPERATIONS       $ 969,356
================================================================================
*Dividend income and realized net gain (loss) from affiliated companies of the
fund were $42,532,000 and $(46,912,000), respectively.

18


STATEMENT OF CHANGES IN NET ASSETS

This Statement shows how the fund's total net assets changed during the two most
recent reporting periods. The Operations section summarizes information detailed
in  the  Statement  of  Operations.   The  amounts  shown  as  Distributions  to
shareholders  from the fund's net  income  and  capital  gains may not match the
amounts shown in the Operations section, because distributions are determined on
a tax  basis  and may be made in a period  different  from the one in which  the
income was earned or the gains were  realized on the financial  statements.  The
Capital Share Transactions section shows the net amount shareholders invested in
or redeemed  from the fund.  Distributions  and Capital Share  Transactions  are
shown separately for each class of shares.

================================================================================
                                                            Windsor II Fund
                                                  ------------------------------
                                                      Six Months            Year
                                                           Ended           Ended
                                                   Apr. 30, 2003   Oct. 31, 2002
                                                           (000)           (000)
- --------------------------------------------------------------------------------
INCREASE (DECREASE) IN NET ASSETS
Operations
  Net Investment Income                               $ 251,870       $ 502,088
  Realized Net Gain (Loss)                             (580,670)       (983,852)
  Change in Unrealized Appreciation (Depreciation)    1,298,156      (2,528,955)
- --------------------------------------------------------------------------------
    Net Increase (Decrease) in Net Assets
      Resulting from Operations                         969,356      (3,010,719)
- --------------------------------------------------------------------------------
Distributions
  Net Investment Income
    Investor Shares                                    (228,924)       (454,070)
    Admiral Shares                                      (33,527)        (53,970)
  Realized Capital Gain
    Investor Shares                                          --        (130,500)
    Admiral Shares                                           --         (13,444)
- --------------------------------------------------------------------------------
    Total Distributions                                (262,451)       (651,984)
- --------------------------------------------------------------------------------
Capital Share Transactions--Note H
  Investor Shares                                      (231,490)       (543,843)
  Admiral Shares                                        155,423         890,245
- --------------------------------------------------------------------------------
    Net Increase (Decrease) from Capital
      Share Transactions                                (76,067)        346,402
- --------------------------------------------------------------------------------
Total Increase (Decrease)                               630,838      (3,316,301)
- --------------------------------------------------------------------------------
Net Assets
  Beginning of Period                                20,218,295      23,534,596
- --------------------------------------------------------------------------------
  End of Period                                     $20,849,133     $20,218,295
================================================================================

                                                                              19


FINANCIAL HIGHLIGHTS

This table  summarizes  the  fund's  investment  results  and  distributions  to
shareholders on a per-share basis for each class of shares. It also presents the
Total  Return and shows net  investment  income and expenses as  percentages  of
average net  assets.  These data will help you assess:  the  variability  of the
fund's  net  income  and  total   returns  from  year  to  year;   the  relative
contributions  of net income and capital gains to the fund's total  return;  how
much it costs to  operate  the fund;  and the  extent to which the fund tends to
distribute  capital gains.  The table also shows the Portfolio  Turnover Rate, a
measure of trading  activity.  A  turnover  rate of 100% means that the  average
security is held in the fund for one year.

WINDSOR II FUND INVESTOR SHARES


                                                                                      
===============================================================================================================
                                                SIX MONTHS ENDED               YEAR ENDED OCTOBER 31,
                                                       APRIL 30,       ----------------------------------------
FOR A SHARE OUTSTANDING THROUGHOUT EACH PERIOD              2003       2002      2001     2000     1999    1998
- ---------------------------------------------------------------------------------------------------------------
NET ASSET VALUE, BEGINNING OF PERIOD                     $20.87     $24.50    $27.58   $29.03   $31.07  $29.36
- ---------------------------------------------------------------------------------------------------------------
INVESTMENT OPERATIONS
  Net Investment Income                                     .26        .51      .564      .64      .64     .65
  Net Realized and Unrealized Gain (Loss) on Investments    .76      (3.47)   (1.819)    1.08      .73    3.91
- ---------------------------------------------------------------------------------------------------------------
    Total from Investment Operations                       1.02      (2.96)   (1.255)    1.72     1.37    4.56
- ---------------------------------------------------------------------------------------------------------------
DISTRIBUTIONS
  Dividends from Net Investment Income                     (.27)      (.52)    (.585)    (.67)    (.74)   (.66)
  Distributions from Realized Capital Gains                  --       (.15)   (1.240)   (2.50)   (2.67)  (2.19)
- ---------------------------------------------------------------------------------------------------------------
    Total Distributions                                    (.27)      (.67)   (1.825)   (3.17)   (3.41)  (2.85)
- ---------------------------------------------------------------------------------------------------------------
NET ASSET VALUE, END OF PERIOD                           $21.62     $20.87    $24.50   $27.58   $29.03  $31.07
===============================================================================================================
TOTAL RETURN                                               4.92%    -12.51%    -4.89%    7.22%    4.57%  16.51%
===============================================================================================================

RATIOS/SUPPLEMENTAL DATA
Net Assets, End of Period (Millions)                    $18,116    $17,735   $21,495  $24,070  $30,541 $29,639
Ratio of Total Expenses to Average Net Assets             0.44%*      0.42%     0.40%    0.37%    0.37%   0.41%
Ratio of Net Investment Income to Average Net Assets      2.51%*      2.12%     2.10%    2.36%    2.08%   2.16%
Portfolio Turnover Rate                                      22%        41%       33%      26%      26%     31%
===============================================================================================================
*Annualized.





20



WINDSOR II FUND ADMIRAL SHARES


                                                                                                
===============================================================================================================
                                                                             SIX MONTHS        YEAR
                                                                                  ENDED       ENDED  MAY 14* TO
                                                                                APR. 30,    OCT. 31,    OCT. 31,
FOR A SHARE OUTSTANDING THROUGHOUT EACH PERIOD                                     2003        2002        2001
- ---------------------------------------------------------------------------------------------------------------
NET ASSET VALUE, BEGINNING OF PERIOD                                             $37.05      $43.50      $50.00
- ---------------------------------------------------------------------------------------------------------------
INVESTMENT OPERATIONS
 Net Investment Income                                                             .481        .944        .408
 Net Realized and Unrealized Gain (Loss) on Investments                           1.344      (6.167)     (6.433)
- ---------------------------------------------------------------------------------------------------------------
Total from Investment Operations                                                  1.825      (5.223)     (6.025)
- ---------------------------------------------------------------------------------------------------------------
DISTRIBUTIONS
 Dividends from Net Investment Income                                             (.495)      (.962)      (.475)
 Distributions from Realized Capital Gains                                           --       (.265)         --
- ---------------------------------------------------------------------------------------------------------------
Total Distributions                                                               (.495)     (1.227)      (.475)
- ---------------------------------------------------------------------------------------------------------------
NET ASSET VALUE, END OF PERIOD                                                   $38.38      $37.05      $43.50
===============================================================================================================
TOTAL RETURN                                                                       4.96%     -12.44%     -12.16%
===============================================================================================================
RATIOS/SUPPLEMENTAL DATA

Net Assets, End of Period (Millions)                                             $2,733     $ 2,484      $2,039
Ratio of Total Expenses to Average Net Assets                                     0.33%**      0.35%    0.35%**
Ratio of Net Investment Income to Average Net Assets                              2.62%**      2.18%    1.83%**
Turnover Rate                                                                       22%**        41%        33%
===============================================================================================================
*Inception.
**Annualized.


                                                                              21


NOTES TO FINANCIAL STATEMENTS

Vanguard Windsor II Fund is registered under the Investment  Company Act of 1940
as an open-end  investment  company, or mutual fund. The fund offers two classes
of shares,  Investor Shares and Admiral Shares. Investor Shares are available to
any investor who meets the fund's minimum purchase requirements.  Admiral Shares
are designed for investors who meet certain administrative,  servicing,  tenure,
and account-size criteria.


A. The following  significant  accounting policies conform to generally accepted
accounting  principles for U.S. mutual funds. The fund consistently follows such
policies in preparing its financial statements.
     1. SECURITY VALUATION:  Securities are valued as of the close of trading on
the New York Stock Exchange  (generally 4:00 p.m. Eastern time) on the valuation
date. Equity securities are valued at the latest quoted sales prices or official
closing prices taken from the primary market in which each security trades; such
securities not traded on the valuation date are valued at the mean of the latest
quoted bid and asked  prices.  Securities  for which market  quotations  are not
readily  available,  or whose  values  have been  materially  affected by events
occurring  before the fund's  pricing time but after the close of their  primary
markets, are valued by methods deemed by the board of trustees to represent fair
value.  Temporary cash investments  acquired over 60 days to maturity are valued
using the latest bid prices or using  valuations based on a matrix system (which
considers such factors as security  prices,  yields,  maturities,  and ratings),
both  as  furnished  by  independent  pricing  services.  Other  temporary  cash
investments are valued at amortized cost, which approximates market value.
     2. FUTURES CONTRACTS:  The fund uses S&P 500 Index and S&P MidCap 400 Index
futures  contracts to a limited extent,  with the objective of maintaining  full
exposure to the stock market while maintaining liquidity.  The fund may purchase
or sell futures  contracts to achieve a desired level of investment,  whether to
accommodate  portfolio  turnover or cash flows from capital share  transactions.
The primary  risks  associated  with the use of futures  contracts are imperfect
correlation  between changes in market values of stocks held by the fund and the
prices of futures contracts, and the possibility of an illiquid market.
     Futures contracts are valued at their quoted daily settlement  prices.  The
aggregate  principal  amounts of the contracts are not recorded in the financial
statements.  Fluctuations  in the value of the  contracts  are  recorded  in the
Statement  of Net  Assets  as an  asset  (liability)  and in  the  Statement  of
Operations as  unrealized  appreciation  (depreciation)  until the contracts are
closed, when they are recorded as realized futures gains (losses).
     3.  REPURCHASE  AGREEMENTS:  The fund,  along  with  other  members  of The
Vanguard  Group,  transfers  uninvested  cash balances to a pooled cash account,
which  is  invested  in  repurchase   agreements  secured  by  U.S.   government
securities.  Securities pledged as collateral for repurchase agreements are held
by a custodian bank until the agreements  mature.  Each agreement  requires that
the market value of the  collateral be sufficient to cover  payments of interest
and principal; however, in the event of default or bankruptcy by the other party
to  the  agreement,  retention  of  the  collateral  may  be  subject  to  legal
proceedings.
     4.  FEDERAL  INCOME  TAXES:  The fund  intends to  continue to qualify as a
regulated   investment  company  and  distribute  all  of  its  taxable  income.
Accordingly,  no provision for federal income taxes is required in the financial
statements.
     5.  DISTRIBUTIONS:  Distributions  to  shareholders  are  recorded  on  the
ex-dividend date.
     6. OTHER:  Dividend  income is recorded on the ex-dividend  date.  Security
transactions  are accounted for on the date securities are bought or sold. Costs
used to determine  realized gains (losses) on the sale of investment  securities
are those of the specific securities sold.


22



     Each class of shares has equal  rights as to assets  and  earnings,  except
that each class  separately  bears certain  class-specific  expenses  related to
maintenance of shareholder  accounts  (included in Management and Administrative
expenses),  shareholder  reporting,  and  proxies.  Marketing  and  distribution
expenses are allocated to each class of shares based on a method approved by the
board of trustees.  Income,  other  non-class-specific  expenses,  and gains and
losses  on  investments  are  allocated  to each  class of  shares  based on its
relative net assets.

B. Barrow, Hanley,  Mewhinney & Strauss, Inc.; Equinox Capital Management,  LLC;
and Tukman Capital  Management,  Inc., each provide investment advisory services
to a portion of the fund for a fee  calculated at an annual  percentage  rate of
average net assets  managed by the  adviser.  The basic fees of each adviser are
subject to quarterly  adjustments  based on performance  for the preceding three
years relative to a designated  market index:  for Barrow,  Hanley,  Mewhinney &
Strauss,  Inc., the S&P 500/Barra Value Index;  for Equinox Capital  Management,
LLC, the Russell 1000 Value Index; and for Tukman Capital Management,  Inc., the
S&P 500 Index.
     The Vanguard Group provides  investment  advisory  services to a portion of
the fund on an at-cost basis;  the fund paid Vanguard  advisory fees of $304,000
for the six months ended April 30, 2003.
     For the six months ended April 30, 2003, the aggregate  investment advisory
fee  represented  an effective  annual basic rate of 0.13% of the fund's average
net assets before an increase of $2,628,000 (0.03%) based on performance.

C. The Vanguard Group  furnishes at cost corporate  management,  administrative,
marketing,  and distribution  services. The costs of such services are allocated
to the fund  under  methods  approved  by the  board of  trustees.  The fund has
committed to provide up to 0.40% of its net assets in capital  contributions  to
Vanguard.  At April 30, 2003, the fund had contributed  capital of $3,640,000 to
Vanguard (included in Other Assets), representing 0.02% of the fund's net assets
and 3.64% of  Vanguard's  capitalization.  The fund's  trustees and officers are
also directors and officers of Vanguard.

D. The fund has asked its investment advisers to direct certain security trades,
subject to obtaining the best price and execution, to brokers who have agreed to
rebate to the fund part of the  commissions  generated.  Such  rebates  are used
solely to reduce the fund's management and administrative  expenses.  The fund's
custodian  bank has also agreed to reduce its fees when the fund  maintains cash
on deposit in the non-interest-bearing custody account. For the six months ended
April 30, 2003, directed brokerage and custodian fee offset arrangements reduced
expenses by $1,516,000  and $5,000,  respectively.  The total expense  reduction
represented an effective annual rate of 0.02% of the fund's average net assets.

E.  Distributions  are  determined  on a tax  basis  and  may  differ  from  net
investment income and realized capital gains for financial  reporting  purposes.
Differences   may  be  permanent  or  temporary.   Permanent   differences   are
reclassified among capital accounts in the financial statements to reflect their
tax  character.  Temporary  differences  arise  when  certain  items of  income,
expense,  gain,  or loss are  recognized  in  different  periods  for  financial
statement and tax purposes;  these  differences will reverse at some time in the
future.  Differences  in  classification  may also result from the  treatment of
short-term gains as ordinary income for tax purposes.
     The fund's  tax-basis  capital gains and losses are determined  only at the
end of each fiscal year.  For tax  purposes,  at October 31, 2002,  the fund had
available  realized  losses of  $918,354,000  to offset future net capital gains
through  October 31, 2010.  The fund will use these capital losses to offset net
taxable capital gains, if any, realized during the year ending October 31, 2003;
should the fund  realize  net  capital  losses for the year,  the losses will be
added to the loss carryforward balances above.

                                                                              23




     At April 30, 2003, net unrealized appreciation of investment securities for
tax  purposes   was   $1,332,967,000,   consisting   of   unrealized   gains  of
$4,148,197,000  on securities  that had risen in value since their  purchase and
$2,815,230,000 in unrealized losses on securities that had fallen in value since
their purchase.
     At April 30, 2003, the aggregate settlement value of open futures contracts
expiring in June 2003 and the related unrealized appreciation were:

- --------------------------------------------------------------------------------
                                                                (000)
                                                --------------------------------
                                                 AGGREGATE            UNREALIZED
                                 NUMBER OF      SETTLEMENT          APPRECIATION
FUTURES CONTRACTS           LONG CONTRACTS           VALUE        (DEPRECIATION)
- --------------------------------------------------------------------------------
S&P 500 Index                        1,097        $251,240             $ 19,171
S&P MidCap 400 Index                   180          39,488                3,691
- --------------------------------------------------------------------------------


Unrealized  appreciation on open futures  contracts is required to be treated as
realized gain for tax purposes.

F. During the six months ended April 30, 2003, the fund purchased $2,115,550,000
of investment securities and sold $2,349,612,000 of investment securities, other
than temporary cash investments.

G. The market value of securities on loan to  broker/dealers  at April 30, 2003,
was  $42,079,000,  for which the fund held cash collateral of  $43,705,000.  The
fund invests cash collateral  received in repurchase  agreements,  and records a
liability for the return of the collateral, during the period the securities are
on loan.

H. Capital share transactions for each class of shares were:



                                                                       
- -----------------------------------------------------------------------------------------------
                                             SIX MONTHS ENDED                 YEAR ENDED
                                                APRIL 30, 2003             OCTOBER 31, 2002
                                              ----------------            ---------------------
                                           AMOUNT         SHARES        AMOUNT         SHARES
                                            (000)          (000)         (000)          (000)
- -----------------------------------------------------------------------------------------------
Investor Shares
  Issued                               $1,053,851         50,735    $2,838,280        116,530
  Issued in Lieu of Cash Distributions    219,576         10,406       561,971         22,591
  Redeemed                             (1,504,917)       (72,898)   (3,944,094)      (166,688)
                                       --------------------------------------------------------
   Net Increase (Decrease)--
     Investor Shares                    (231,490)        (11,757)     (543,843)       (27,567)
                                       --------------------------------------------------------
Admiral Shares
  Issued                                  300,608          8,146     1,159,318         26,681
  Issued in Lieu of Cash Distributions     29,981            801        60,629          1,376
  Redeemed                               (175,166)        (4,768)     (329,702)        (7,895)
                                       --------------------------------------------------------
   Net Increase (Decrease)--
     Admiral Shares                       155,423          4,179       890,245         20,162
- -----------------------------------------------------------------------------------------------


24



================================================================================
The People Who Govern Your Fund

The  trustees of your mutual fund are there to see that the fund is operated and
managed in your best interests since, as a shareholder,  you are a part owner of
the fund.  Your  fund  trustees  also  serve on the  board of  directors  of The
Vanguard  Group,  Inc.,  which is owned by the  Vanguard(R)  funds and  provides
services to them on an at-cost basis.
     A majority of Vanguard's board members are  independent,  meaning that they
have no  affiliation  with  Vanguard or the funds they  oversee,  apart from the
investments they have made as private individuals. Our independent board members
bring  distinguished  backgrounds in business,  academia,  and public service to
their task of working  with  Vanguard  officers to  establish  the  policies and
oversee the activities of the funds.
     Among board members' responsibilities are selecting investment advisers for
the  funds;  monitoring  fund  operations,  performance,  and  costs;  reviewing
contracts;  nominating  and  selecting  new  trustees/directors;   and  electing
Vanguard  officers.  The dates in  parentheses  below show when each trustee was
initially elected.





                     
=========================================================================================================================
JOHN J. BRENNAN*        Chairman of the Board, Chief Executive Officer, and Director/Trustee of The Vanguard Group, Inc.,
(1987)                  and of each of the investment companies served by The Vanguard Group.
- -------------------------------------------------------------------------------------------------------------------------
INDEPENDENT TRUSTEES
CHARLES D. ELLIS        The Partners of '63 (pro bono ventures in education); Senior Adviser to Greenwich Associates
(2001)                  (international business strategy consulting); Successor Trustee of Yale University; Overseer of
                        the Stern School of Business at New York University; Trustee of the Whitehead Institute for
                        Biomedical Research.

RAJIV L. GUPTA          Chairman and Chief Executive Officer (since October 1999), Vice Chairman (January-September 1999),
(2001)                  and Vice President (prior to September 1999) of Rohm and Haas Co. (chemicals); Director of
                        Technitrol, Inc. (electronic components), and Agere Systems (communications components); Board
                        Member of the American Chemistry Council; Trustee of Drexel University.

JOANN HEFFERNAN HEISEN  Vice President, Chief Information Officer, and Member of the Executive Committee of Johnson &
(1998)                  Johnson (pharmaceuticals/consumer products); Director of the Medical Center at Princeton and
                        Women's Research and Education Institute.

BURTON G. MALKIEL       Chemical Bank Chairman's Professor of Economics, Princeton University; Director of Vanguard
(1977)                  Investment Series plc (Irish investment fund) (since November 2001), Vanguard Group (Ireland)
                        Limited (Irish investment management firm) (since November 2001), Prudential Insurance Co. of
                        America, BKF Capital (investment management firm), The Jeffrey Co. (holding company), and
                        NeuVis, Inc. (software company).

ALFRED M. RANKIN, JR.   Chairman, President, Chief Executive Officer, and Director of NACCO Industries, Inc. (forklift
(1993)                  trucks/housewares/lignite); Director of Goodrich Corporation (industrial products/aircraft
                        systems and services); Director until 1998 of Standard Products Company (a supplier for the
                        automotive industry).

J. LAWRENCE WILSON      Retired Chairman and Chief Executive Officer of Rohm and Haas Co. (chemicals); Director of
(1985)                  Cummins Inc. (diesel engines), MeadWestvaco Corp. (paper products), and AmerisourceBergen Corp.
                        (pharmaceutical distribution); Trustee of Vanderbilt University.
- -------------------------------------------------------------------------------------------------------------------------
EXECUTIVE OFFICERS*
R. GREGORY BARTON       Secretary; Managing Director and General Counsel of The Vanguard Group, Inc. (since September
                        1997); Secretary of The Vanguard Group and of each of the investment companies served by The
                        Vanguard Group; Principal of The Vanguard Group (prior to September 1997).

THOMAS J. HIGGINS       Treasurer; Principal of The Vanguard Group, Inc.; Treasurer of each of the investment companies
                        served by The Vanguard Group.
- -------------------------------------------------------------------------------------------------------------------------

*Officers of the funds are "interested persons" as defined in the Investment
Company Act of 1940.

More  information   about  the  trustees  is  in  the  Statement  of  Additional
Information, available from The Vanguard Group.

- --------------------------------------------------------------------------------
VANGUARD SENIOR MANAGEMENT TEAM

MORTIMER J. BUCKLEY, Information Technology.
F. WILLIAM MCNABB, III, Client Relationship Group.
JAMES H. GATELY, Investment Programs and Services.
MICHAEL S. MILLER, Planning and Development.
KATHLEEN C. GUBANICH, Human Resources.
RALPH K. PACKARD, Finance.
IAN A. MACKINNON, Fixed Income Group.
GEORGE U. SAUTER, Quantitative Equity Group.
- --------------------------------------------------------------------------------
JOHN C. BOGLE, Founder; Chairman and Chief Executive Officer, 1974-1996.




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Q732 062003





                                     Vanguard(R) Windsor(TM) II Fund

SEMIANNUAL REPORT
APRIL 30, 2003


                                                          THE VANGUARD GROUP (R)

Eternal Principles

     Markets change,  but the principles of successful  investing do not. During
the past few years, radical upheaval in the stock market has displayed the power
of this simple truth to dramatic effect.

     In the late 1990s,  stocks  experienced one of the greatest bull markets in
financial  history.  Then, in March 2000,  the longest  downturn since the Great
Depression began.

     In both  bull and bear  markets,  however,  the  principles  of  successful
investing  are  identical:  balance,  diversification,  and  attention to costs.
Balance among stock, bond, and money market funds allows you to pursue long-term
growth while moderating your risk.  Diversification  limits your exposure to the
disasters  that can befall any one security or sector.  Attention to costs means
you keep a larger share of any rewards produced by your investments.

     These principles are timeless. In fact, they're the basis of our very first
mutual  fund--Vanguard(R)  Wellington(TM) Fund, a balanced portfolio established
in 1929. Over time, balance, diversification, and attention to costs have proven
to be the master keys to investment success.

================================================================================
SUMMARY
- --------------------------------------------------------------------------------

*    Vanguard  Windsor II Fund's  Investor  Shares  returned 4.9% during the six
     months ended April 30, 2003, beating the average return of peer funds.

*    During the period,  the broad U.S. stock market drifted in mostly  negative
     territory  before  posting a strong April and ending the  half-year  with a
     5.0% gain.

*    The  financial  services,  utilities,  and  consumer  discretionary  stocks
     selected by the fund's advisers were the biggest contributors to the fund's
     advance.
- --------------------------------------------------------------------------------
================================================================================
CONTENTS
- --------------------------------------------------------------------------------

   1  Letter from the Chairman
   5  Adviser's Report
   8  Fund Profile
   9  Glossary of Investment Terms
  10  Performance Summary
  11  Results of Proxy Voting
  12  Financial Statements
- --------------------------------------------------------------------------------


                                                                      PICTURE OF
                                                                 JOHN J. BRENNAN

LETTER FROM THE CHAIRMAN

Fellow Shareholder,

Vanguard  Windsor II Fund's  Investor  Shares  returned  4.9%  during the fiscal
half-year  ended April 30, 2003.  That result  bested the average  return of the
fund's peer group and about matched that of the broad market, as measured by the
Wilshire  5000 Total Market  Index.  However,  the fund's  performance  slightly
trailed that of its primary benchmark, the Russell 1000 Value Index.

     The adjacent table shows the total returns-- capital change plus reinvested
distributions--for  Windsor  II's  Investor  and  Admiral  Shares and the fund's
benchmarks.  Information  about the per-share  components of the fund's  returns
appears in the table on page 4.

=======================================================
TOTAL RETURNS                          SIX MONTHS ENDED
                                       APRIL 30, 2003
- -------------------------------------------------------
Vanguard Windsor II Fund
  Investor Shares                            4.9%
  Admiral Shares                             5.0
Average Large-Cap Value Fund*                4.1
Russell 1000 Value Index                     5.3
Wilshire 5000 Index                          5.0
- -------------------------------------------------------
*Derived from data provided by Lipper Inc.

STOCKS OPENED AND CLOSED STRONGLY
During the six months ended April 30, 2003,  the overall U.S.  stock market,  as
represented by the Wilshire 5000 Index, returned 5.0%, a performance  reflecting
strong  rallies at the beginning and end of the period.  Inside these  bookends,
however,  stock prices drifted lower,  depressed by investor  apprehension about
geopolitical  tensions and the generally glum economic  news.  Although the U.S.
military  campaign  in Iraq  was  brief  and  successful,  economic  uncertainty
remained. Consumer spending remained strong, but the job market deteriorated and
red-hot  residential  real  estate  prices  began to  cool.  The  broad  economy
registered anemic growth.

     Small stocks,  as represented by the Russell 2000 Index,  performed  better
than the large stocks in the Russell 1000 Index, while growth stocks (those that
are expected to produce  rapid  earnings  growth) and value  stocks  (those that
generally trade at below-market valuations) produced similar returns.

     Overseas,  Asian stock markets were hit  especially  hard,  but as a group,
international stocks produced a modest positive return for U.S.-based investors.

================================================================================
ADMIRAL(TM) SHARES A LOWER-COST CLASS OF SHARES AVAILABLE TO MANY LONGTIME
SHAREHOLDERS AND TO THOSE WITH SIGNIFICANT INVESTMENTS IN THE FUND.
================================================================================

                                                                               1


BONDS DEFIED EXPECTATIONS
Bonds generated  surprisingly strong results, with the Lehman Brothers Aggregate
Bond Index--a broad measure of the taxable bond market--  returning  4.3%.  Bond
yields  began the fiscal  half-year at their  lowest  levels in 40 years,  which
would  generally  portend  unimpressive  returns,  but the bond  market  rallied
further,  in part because of a strong rebound in hard-hit corporate bonds. Long-
and  intermediate-term  interest rates fell somewhat during the period,  and the
yield  of the  3-month  U.S.  Treasury  bill--a  fair  proxy  for  money  market
yields--declined 34 basis points (0.34 percentage point) to 1.11%.

================================================================
MARKET BAROMETER                                   TOTAL RETURNS
                                    PERIODS ENDED APRIL 30, 2003
- ----------------------------------------------------------------
                                             SIX     ONE    FIVE
                                          MONTHS    YEAR  YEARS*
- ----------------------------------------------------------------
STOCKS
Russell 1000 Index (Large-caps)             4.8%  -13.5%   -2.3%
Russell 2000 Index (Small-caps)             7.6   -20.8    -2.5
Wilshire 5000 Index (Entire market)         5.0   -13.6    -2.6
MSCI All Country World Index Free
  ex USA (International)                    3.1   -15.2    -4.9
- ----------------------------------------------------------------
BONDS
Lehman Aggregate Bond Index                 4.3%   10.5%    7.6%
 (Broad taxable market)
Lehman Municipal Bond Index                 3.6     8.5     6.3
Citigroup 3-Month Treasury Bill Index       0.6     1.5     4.0
================================================================
CPI
Consumer Price Index                        1.4%    2.2%    2.5%
================================================================
*Annualized.

A STRONG APRIL HELPED TO GENERATE A SIX-MONTH GAIN
Like the broad  stock  market,  the  Windsor  II Fund  enjoyed  a strong  April,
enabling the fund to post a solid  advance in the first half of its fiscal year.
Windsor  II's  holdings in the  financial  services  sector (the fund's  largest
sector,  with over  one-quarter of assets)  outperformed  the overall sector and
contributed most to the fund's positive outcome. The fund also got a nice bounce
from  companies in the  utilities  and  consumer  discretionary  sectors,  which
together account for another 28% of fund assets.  Several materials & processing
companies also turned in very strong  six-month  returns,  further  boosting the
fund's performance.

     Windsor II was slowed down by its  holdings in the market's  chief  laggard
for the period,  the consumer  staples area, whose companies posted a collective
negative return for the six months.  Your fund  overweighted the sector compared
with its primary benchmark as its advisers  continued to hold perceived bargains
that the market failed to appreciate.

     The "other"  sector also deserves  mention,  owing to the fund's  increased
investment  during the half-year in one of the sector's  conglomerate  holdings,
Tyco International. Windsor II's stake in Tyco underscores the fund's contrarian
strategy of finding  beaten-down  large-capitalization  stocks that the advisers
believe have the potential to rebound strongly. Tyco's well-publicized

2


management  problems  have given its  shareholders  a rough ride,  but the stock
rallied 21% in April as  investors  became more  confident  about the  company's
future  under new  leadership.  Results  from other  holdings in this  catch-all
"other"  category  were  mixed.  You'll find more  information  about the fund's
individual holdings in the Adviser's Report on page 5.

THE FUND'S RELATIVE PERFORMANCE VERSUS ITS PEERS AND BENCHMARK
Helped by its significant  cost advantage,  Windsor II's six-month return easily
outdistanced  that of its  large-cap  value fund  peers.  In fact,  your  fund's
Investor  Shares'  annualized  expense ratio of 0.44% (0.33% for Admiral Shares)
for the period was nearly a full  percentage  point lower than the 1.41% average
expense ratio posted by competitor funds in 2002.

     Windsor II slightly lagged its benchmark,  the Russell 1000 Value Index, in
large part due to the fund's higher  concentration  in the weak consumer staples
area. The index also has a higher weighting in technology  companies versus that
of the fund. True to Windsor II's  fundamental  value  orientation,  your fund's
advisers  continued to  underweight  tech stocks in the belief that their prices
still were not low enough to merit a bigger  commitment.  While the fund's  tech
holdings  rose a bit in value,  the index sector did even better during the past
six  months.  Counteracting  this  relative  drag  versus the index,  the fund's
holdings in the utilities and materials & processing sectors easily outperformed
those  in the  index,  bringing  the net  returns  of the  fund's  positions  to
near-parity with the index's return.

     The table below shows the  apportionment  of assets  managed by each of the
fund's four  advisers.  The fund's  multimanager  arrangement  provides an extra
measure of  diversification  while giving the fund flexibility in overseeing its
large asset base.

YOUR FUND'S TIME-TESTED VALUE APPROACH
Since  its  inception,  Windsor  II has  consistently  emphasized  out-of-favor,
dividend-paying stocks that will ultimately reward patient investors. The market
is, of course,  anything but  consistent--and  it has certainly tried investors'
patience in recent years. It

================================================================
FUND ASSETS MANAGED                               APRIL 30, 2003
                                         -----------------------
                                         $ MILLION    PERCENTAGE
- ----------------------------------------------------------------

Barrow, Hanley, Mewhinney & Strauss, Inc.  $13,118           63%
Tukman Capital Management, Inc.              2,933           14
Equinox Capital Management, LLC              2,909           14
Vanguard Quantitative Equity Group           1,426            7
Cash Investments*                              463            2
- ----------------------------------------------------------------
Total                                      $20,849          100%
- ----------------------------------------------------------------
*This  cash is  invested  by The  Vanguard  Group in equity  index  products  to
simulate  investment  in stocks.  Each  adviser  also may maintain a modest cash
position.

                                                                               3



remains to be seen  whether  the  recent  turnaround  represents  the end of the
historic bear market. But whatever awaits investors through the rest of 2003 and
beyond,  you can rest  assured that  Windsor II will  maintain  its  time-tested
strategy and cost-efficient  operations.  Windsor II is most appropriate as just
one  component  of a  well-diversified  mix of stock,  bond,  and  money  market
investments  best  suited to one's  circumstances  and  goals.  A  balanced  and
diversified approach to investing is the proven way to build long-term wealth.

     Thank you for entrusting your assets to us. We look forward to reporting to
you near the end of 2003.


Sincerely,

/s/ John J. Brennan

John J. Brennan
Chairman and Chief Executive Officer

May 9, 2003



================================================================================
YOUR FUND'S PERFORMANCE AT A GLANCE              OCTOBER 31, 2002-APRIL 30, 2003

                                                         DISTRIBUTIONS PER SHARE
                                                         -----------------------
                              STARTING         ENDING       INCOME       CAPITAL
                           SHARE PRICE    SHARE PRICE    DIVIDENDS         GAINS
- --------------------------------------------------------------------------------
Windsor II Fund
  Investor Shares               $20.87         $21.62       $0.270        $0.000
  Admiral Shares                 37.05          38.38        0.495         0.000
================================================================================

4


ADVISER'S REPORT
The  Investor  Shares of the  Windsor II Fund  returned  4.9% for the six months
ended April 30,  2003,  compared  with a 5.3% return for the Russell  1000 Value
Index.

THE INVESTMENT ENVIRONMENT
Despite  a  relatively  stable  market,  a lot  happened  in the  fund's  fiscal
half-year:  Investors were frightened by the possibility of war,  depressed when
it was happening,  and then elated about the U.S. victory; the saga of corporate
greed and malfeasance  continued;  at one point consumer  confidence fell to its
lowest  level  in  almost  a  decade;   and  the  U.S.  Congress  and  the  Bush
administration  discussed a reduction in the taxation of dividends,  which could
have a significant long-term impact on returns.

     During the period,  money  flowed out of most equity  funds and poured into
bond and money market funds. One might assume that this risk-averse  environment
would encourage  conservative  leadership in the stock market,  but this was not
so. The Nasdaq-100 Index was among the strongest-performing indexes.

     For  the  six  months,  the   best-performing   equities  had  the  highest
price/earnings  ratios and the lowest dividend  yields.  Our guess is that since
these  stocks  declined  the most during the bear  market,  they are now seen as
having the greatest recovery potential.  Unfortunately,  the reality is that, in
an economy with significant  excess capacity,  capital spending will probably be
slow in coming back. Most technology  companies are either tied to this cycle or
to the related telecommunications industry. While investors are returning to the
scene of the crime,  so to speak,  it is not as  dangerous as it was in the late
1990s;  however, we advise caution,  as these stocks are still expensive.  Don't
rate a stock as cheap after looking at what it used to sell for; instead, decide
what it should sell for,  considering  fundamental  factors like earnings,  cash
flow, book value, and dividends.

     In the fiscal  half-year,  investors  chose  either  high-tech  stocks with
little or no earnings or bonds and money market funds.  The consensus of experts
and amateurs  alike was that interest rates were at or near the bottom and would
soon  rise.  However,  it is also a good  bet that  rates  will  stay low  until
consumers and businesses  improve their balance sheets,  in which case near-zero
money

================================================================================
INVESTMENT PHILOSOPHY

THE FUND REFLECTS A BELIEF THAT  SUPERIOR  LONG-TERM  INVESTMENT  RESULTS CAN BE
ACHIEVED  BY  HOLDING  A  DIVERSIFIED  PORTFOLIO  OF  OUT-OF-FAVOR  STOCKS  WITH
BELOW-AVERAGE  PRICE/EARNINGS  RATIOS,  ABOVE-AVERAGE  DIVIDEND YIELDS,  AND THE
PROSPECT OF ABOVE-AVERAGE TOTAL RETURNS.
================================================================================

                                                                               5



market  returns will be the reward for caution.  Equities in general are neither
expensive nor cheap, but with a bland business  outlook,  profits are not likely
to support a dramatic market advance.

OUR SUCCESSES
Our  better-performing  holdings were stocks of companies whose earnings seem to
be improving,  such as J.P.  Morgan Chase,  Washington  Mutual,  Public  Service
Enterprise Group, and Cendant.

OUR SHORTFALLS
Our  shortfalls  centered on our large  holdings in the consumer  staples sector
(primarily  food and tobacco  stocks) and our lack of holdings in  technology (a
strongly  performing sector for this period).  Poor returns from some individual
issues, such as ITT Industries and Boeing, also hurt our result.

OUR PORTFOLIO POSITIONING
The  holdings in our portion of the  portfolio  sell at a weighted  P/E ratio of
12.1 times lagging earnings,  which is only 68% of the P/E ratio of the Standard
& Poor's 500 Index. This is a larger-than-average discount. Our current yield on
dividends is 3.2%, which is 178% of the dividend yield of the S&P 500 and higher
than money market or even 5-year bond rates.  In an  environment  of significant
business  uncertainty,  these measures of value should allow our portfolio to do
well even if  difficult  times lie ahead,  as high  concentrations  of assets in
sectors with low volatility,  such as utilities,  energy,  health care, consumer
staples,  and financial  services,  usually  improve fund  performance in a slow
economy.

James P. Barrow, Portfolio Manager
Barrow, Hanley, Mewhinney & Strauss, Inc.

May 13, 2003

6


================================================================================
PORTFOLIO CHANGES                                SIX MONTHS ENDED APRIL 30, 2003

                             COMMENTS
- --------------------------------------------------------------------------------
ADDITIONS
Baxter International*        Baxter is a leading medical products manufacturer.
                             The stock fell -60% on concerns regarding several
                             financial liabilities and a slowdown in hemophilia
                             product sales. Baxter has now resolved most of the
                             financial liabilities, and we believe there is a
                             good case to be made for continued growth in the
                             hemophilia treatment market.
- --------------------------------------------------------------------------------
Duke Energy                  This company seems to represent good value after
                             suffering a large decline. The P/E ratio of 12
                             times depressed earnings and a 7% dividend yield
                             make us optimistic about its potential for
                             favorable price action. The company recently
                             decided to get out of proprietary energy trading
                             and repair its balance sheet by issuing a
                             convertible bond. The positive impact of this
                             action should more than offset any potential
                             dilution.
================================================================================
REDUCTIONS
Merck                        We sold the shares we owned, because they were more
                             expensive than the other issues in the portfolio.
                             However, this is a good company, and we would buy
                             it back at a lower price. In the meantime, we can
                             find companies with more upside potential.
- --------------------------------------------------------------------------------
*New holding in the portfolio.

                                                      See page 12 for a complete
                                                 listing of the FUND'S HOLDINGS.

                                                                               7


================================================================================
FUND PROFILE                                                As of April 30, 2003

This Profile provides a snapshot of the fund's  characteristics,  compared where
indicated  with both an appropriate  market index and a broad market index.  Key
terms are defined on page 9.

WINDSOR II FUND
- ---------------------------------------------------------
PORTFOLIO CHARACTERISTICS
                                COMPARATIVE         BROAD
                        FUND         INDEX*       INDEX**
- ---------------------------------------------------------
Number of Stocks        344            744         5,546
Median Market Cap     $21.3B         $21.8B        $28.2B
Price/Earnings Ratio   15.5x          17.2x         20.8x
Price/Book Ratio        2.1x           2.0x          2.6x
Yield                                  2.5%          1.7%
  Investor Shares       2.4%
  Admiral Shares        2.5%
Return on Equity       19.5%          18.3%         20.9%
Earnings Growth Rate    5.0%           3.9%          8.6%
Foreign Holdings        5.2%           0.0%          0.3%
Turnover Rate           22%+            --            --
Expense Ratio                           --            --
  Investor Shares     0.44%+
  Admiral Shares      0.33%+
Cash Investments        3.1%            --            --

- ---------------------------------------------------------
TEN LARGEST HOLDINGS (% OF TOTAL NET ASSETS)

Cendant Corp.                      2.9%
  (commercial services)
Citigroup, Inc.                    2.7
  (banking)
J.P. Morgan Chase & Co.            2.6
  (banking)
ConocoPhillips                     2.5
  (oil)
Allstate Corp.                     2.5
  (insurance)
Bank of America Corp.              2.3
  (banking)
Occidental Petroleum Corp.         2.3
  (oil)
ChevronTexaco Corp.                2.2
  (oil)
Washington Mutual, Inc.            2.1
  (banking)
Imperial Tobacco Group ADR         2.1
  (food, beverage, and tobacco)
- ---------------------------------------
Top Ten                           24.2%
- ---------------------------------------
The "Ten Largest  Holdings"  excludes any temporary cash  investments and equity
index products.

- ---------------------------------------------------------
VOLATILITY MEASURES

                            COMPARATIVE             BROAD
                      FUND       INDEX*    FUND   INDEX**
- ---------------------------------------------------------
R-Squared             0.92         1.00    0.49      1.00
Beta                  0.96         1.00    0.58      1.00
- ---------------------------------------------------------
===================
INVESTMENT FOCUS
STYLE:  VALUE
MARKET CAP:  LARGE
===================

- ---------------------------------------------------------
SECTOR DIVERSIFICATION (% OF COMMON STOCKS)

                                COMPARATIVE        BROAD
                         FUND        INDEX*      INDEX**
- ---------------------------------------------------------
Auto & Transportation    0.2%          3.3%         2.6%
Consumer Discretionary  15.3          10.5         15.6
Consumer Staples         9.8           4.9          6.8
Financial Services      29.7          34.8         22.5
Health Care              5.1           3.7         14.2
Integrated Oils          9.8           8.8          3.6
Other Energy             1.8           1.8          2.1
Materials & Processing   3.2           5.9          3.7
Producer Durables        5.0           4.4          3.9
Technology               2.8           5.9         13.2
Utilities               12.9          14.6          6.9
Other                    4.4           1.4          4.9
- ---------------------------------------------------------
 *Russell 1000 Value Index.
**Wilshire 5000 Index.
 +Annualized.

                                                            Visit our website at
                                                                WWW.VANGUARD.COM
                                         for regularly updated fund information.

8


================================================================================
GLOSSARY OF INVESTMENT TERMS

BETA.
A measure of the magnitude of a fund's past share-price fluctuations in relation
to the ups and downs of a comparative  index and an overall  market index.  Each
index is assigned a beta of 1.00.  Compared  with a given  index,  a fund with a
beta of 1.20 typically  would have seen its share price rise or fall by 12% when
the index rose or fell by 10%.  However,  a fund's  beta  should be  reviewed in
conjunction with its R-squared (see definition  below). The lower the R-squared,
the less correlation  there is between the fund and the benchmark,  and the less
reliable beta is as an indicator of volatility.
- --------------------------------------------------------------------------------
CASH INVESTMENTS.
The  percentage  of a fund's net assets  invested in "cash  equivalents"--highly
liquid, short-term,  interest-bearing  securities.  This figure does not include
cash  invested in futures  contracts or other equity index  products to simulate
stock investment.
- --------------------------------------------------------------------------------
EARNINGS GROWTH RATE.
The average  annual rate of growth in earnings  over the past five years for the
stocks now in a fund.
- --------------------------------------------------------------------------------
EXPENSE RATIO.
The  percentage  of  a  fund's  average  net  assets  used  to  pay  its  annual
administrative and advisory expenses.  These expenses directly reduce returns to
investors.
- --------------------------------------------------------------------------------
FOREIGN HOLDINGS.
The  percentage  of a fund's  equity  assets  represented  by stocks or American
Depositary Receipts of companies based outside the United States.
- --------------------------------------------------------------------------------
MEDIAN MARKET CAP.
An indicator of the size of companies in which a fund  invests;  the midpoint of
market  capitalization  (market price x shares  outstanding) of a fund's stocks,
weighted by the proportion of the fund's assets  invested in each stock.  Stocks
representing  half of the fund's  assets have market  capitalizations  above the
median, and the rest are below it.
- --------------------------------------------------------------------------------
PRICE/BOOK RATIO.
The share price of a stock divided by its net worth,  or book value,  per share.
For a fund, the weighted average price/book ratio of the stocks it holds.
- --------------------------------------------------------------------------------
PRICE/EARNINGS RATIO.
The ratio of a stock's  current  price to its  per-share  earnings over the past
year.  For a fund,  the weighted  average P/E of the stocks it holds.  P/E is an
indicator of market expectations about corporate prospects;  the higher the P/E,
the greater the expectations for a company's future growth.
- --------------------------------------------------------------------------------
R-SQUARED.
A measure of how much of a fund's past  returns can be  explained by the returns
from the market in general,  as measured  by a  comparative  index or an overall
market index.  If a fund's total  returns were  precisely  synchronized  with an
index's  returns,  its R-squared  would be 1.00.  If the fund's  returns bore no
relationship to the index's returns, its R-squared would be 0.
- --------------------------------------------------------------------------------
RETURN ON EQUITY.
The annual  average rate of return  generated by a company  during the past five
years  for  each  dollar  of   shareholder's   equity  (net  income  divided  by
shareholder's equity). For a fund, the weighted average return on equity for the
companies whose stocks it holds.
- --------------------------------------------------------------------------------
TURNOVER RATE.
An indication of the fund's  trading  activity.  Funds with high turnover  rates
incur higher  transaction costs and are more likely to distribute  capital gains
(which are taxable to investors).
- --------------------------------------------------------------------------------
YIELD.
A snapshot of a fund's income from interest and dividends.  The yield, expressed
as a percentage  of the fund's net asset value,  is based on income  earned over
the past 30 days and is  annualized,  or projected  forward for the coming year.
The index yield is based on the current  annualized  rate of  dividends  paid on
stocks in the index.
================================================================================

                                                                               9


================================================================================
PERFORMANCE SUMMARY                                         As of April 30, 2003

All of the returns in this report  represent past  performance,  which cannot be
used to predict future returns that may be achieved by the fund. Note, too, that
both share price and return can fluctuate  widely.  An investor's  shares,  when
redeemed,  could be worth more or less than their  original  cost.  The  returns
shown do not reflect taxes that a shareholder would pay on fund distributions or
on the redemption of fund shares.

Windsor II Fund
- --------------------------------------------------------------
Fiscal-Year Total Returns (%) October 31, 1992-April 30, 2003

        SCALE RANGE  -20% to 40%

     WINDSOR II FUND   RUSSELL 1000
     INVESTOR SHARES   VALUE INDEX
     ---------------   ------------
1993      19.5%           25.2%
1994       2.2             0.8
1995      23.1            24.7
1996      27.2            23.7
1997      31.3            33.2
1998      16.5            14.8
1999       4.6            16.5
2000       7.2             5.5
2001      -4.9           -11.9
2002     -12.5           -10.0
2003*      4.9             5.3
- --------------------------------------------------------------
*Six months ended April 30, 2003.
Note:  See  Financial  Highlights  tables  on pages 20 and 21 for  dividend  and
capital gains information.
- --------------------------------------------------------------------------------
- --------------------------------------------------------------------------------
AVERAGE ANNUAL TOTAL RETURNS for periods ended March 31, 2003

This table  presents  average annual total returns  through the latest  calendar
quarter--rather  than  through  the end of the  fiscal  period.  Securities  and
Exchange Commission rules require that we provide this information.

                                                              TEN YEARS
                                   ONE       FIVE     --------------------------
               INCEPTION DATE     YEAR      YEARS     CAPITAL    INCOME    TOTAL
- --------------------------------------------------------------------------------
Windsor II Fund
  Investor Shares   6/24/1985  -23.46%     -2.67%       6.32%     2.68%    9.00%
  Admiral Shares    5/14/2001  -23.39     -14.58*         --        --       --
- --------------------------------------------------------------------------------
*Return since inception.

10


================================================================================
NOTICE TO SHAREHOLDERS

At a special  meeting of  shareholders  on December 3, 2002,  fund  shareholders
approved the following proposals:

- -    Elect  trustees  for the fund.* The  individuals  listed in the table below
     were elected as trustees for the fund.  All trustees  served as trustees to
     the fund prior to the shareholder meeting.

- --------------------------------------------------------------------------------
                                                                      PERCENTAGE
TRUSTEE                             FOR             WITHHELD                 FOR
- --------------------------------------------------------------------------------
John J. Brennan          21,968,861,577          369,346,637               98.3%
Charles D. Ellis         21,957,445,039          380,763,175               98.3
Rajiv L. Gupta           21,915,253,073          422,955,141               98.1
JoAnn Heffernan Heisen   21,954,237,911          383,970,303               98.3
Burton G. Malkiel        21,912,296,197          425,912,017               98.1
Alfred M. Rankin, Jr.    21,967,224,550          370,983,664               98.3
J. Lawrence Wilson       21,924,527,426          413,680,788               98.1
- --------------------------------------------------------------------------------
*Results are for all funds within the same trust.

- -    Change the fund's  policy on investing in other mutual  funds.  This change
     enables the fund to invest its cash  reserves in  specially  created  money
     market and short-term bond funds. This new cash management  program,  which
     is similar to those of other large mutual fund  complexes,  should help the
     fund to achieve greater diversification and to earn modestly higher returns
     on its cash reserves. The fund will need Securities and Exchange Commission
     approval before implementing this new cash management program.

- --------------------------------------------------------------------------------
                                                         BROKER       PERCENTAGE
FOR                   AGAINST         ABSTAIN         NON-VOTES              FOR
- --------------------------------------------------------------------------------
12,258,400,713    633,582,298     394,834,210       503,839,458            88.9%
- --------------------------------------------------------------------------------
Note: Vote tabulations are rounded to the nearest whole number.

                                                                              11


================================================================================
FINANCIAL STATEMENTS                                  April 30, 2003 (unaudited)

STATEMENT OF NET ASSETS
This Statement  provides a detailed list of the fund's holdings,  including each
security's market value on the last day of the reporting period.  Securities are
grouped  and  subtotaled  by asset  type  (common  stocks,  bonds,  etc.) and by
industry sector. Other assets are added to, and liabilities are subtracted from,
the value of Total Investments to calculate the fund's Net Assets.  Finally, Net
Assets are divided by the outstanding  shares of the fund to arrive at its share
price, or Net Asset Value (NAV) Per Share.

     At the end of the Statement of Net Assets, you will find a table displaying
the  composition  of the fund's net assets.  Because all income and any realized
gains must be  distributed  to  shareholders  each year,  the bulk of net assets
consists of Paid-in Capital (money invested by shareholders).  The amounts shown
for  Undistributed  Net  Investment  Income and  Accumulated  Net Realized Gains
usually   approximate   the  sums  the  fund  had  available  to  distribute  to
shareholders as income  dividends or capital gains as of the statement date, but
may  differ  because  certain   investments  or  transactions   may  be  treated
differently  for  financial  statement  and tax purposes.  Any  Accumulated  Net
Realized Losses,  and any cumulative excess of distributions  over net income or
net realized gains, will appear as negative  balances.  Unrealized  Appreciation
(Depreciation)  is the  difference  between  the  market  value  of  the  fund's
investments  and their  cost,  and  reflects  the gains  (losses)  that would be
realized if the fund were to sell all of its investments at their statement-date
values.

================================================================================
                                                                          MARKET
                                                                          VALUE*
WINDSOR II FUND                                 SHARES                     (000)
- --------------------------------------------------------------------------------
COMMON STOCKS (94.6%)(1)
- --------------------------------------------------------------------------------
AUTO & Transportation (0.2%)
  FedEx Corp.                                  119,900                     7,180
  General Motors Corp.                         188,568                     6,798
  Ford Motor Co.                               609,353                     6,276
  Norfolk Southern Corp.                       245,500                     5,207
* Lear Corp.                                   110,300                     4,383
  PACCAR, Inc.                                  67,400                     3,937
  Southwest Airlines Co.                       206,000                     3,288
  Union Pacific Corp.                           35,200                     2,095
  CSX Corp.                                     49,200                     1,573
  Delphi Corp.                                 185,000                     1,554
* American Axle &
    Manufacturing Holdings, Inc.                48,400                     1,206
  Dana Corp.                                   121,400                     1,128
  CNF Inc.                                      17,000                       516
  Delta Air Lines, Inc.                         35,700                       457
                                                                        --------
                                                                          45,598
                                                                        --------
CONSUMER DISCRETIONARY (14.5%)
* Cendant Corp.                             42,994,062                   613,955
  Newell Rubbermaid, Inc.                   12,072,300                   367,964
  Sears, Roebuck & Co.                      12,425,000                   352,125
  Carnival Corp.                            12,000,000                   331,080
  Waste Management, Inc.                    14,841,397                   322,355
  Gannett Co., Inc.                          3,656,800                   276,893
  Wal-Mart Stores, Inc.                      4,092,200                   230,473
  The Walt Disney Co.                        5,736,832                   107,049
  McDonald's Corp.                           6,256,250                   106,983
================================================================================
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
*(2)Service Corp. International             28,414,400                    96,041
    Eastman Kodak Co.                        3,200,000                    95,712
*   Viacom Inc. Class B                        760,299                    10,401
*   Liberty Media Corp.                        872,209                     9,594
*   AutoNation, Inc.                           374,300                     5,184
    Liz Claiborne, Inc.                        156,200                     5,081
    VF Corp.                                   124,700                     4,906
*   Federated Department
      Stores, Inc.                             156,100                     4,780
    Gillette Co.                               145,700                     4,437
*   USA Interactive                            139,876                     4,189
    J.C. Penney Co., Inc.
     (Holding Company)                         242,800                     4,142
*   Jones Apparel Group, Inc.                  135,600                     3,867
*   Clear Channel
      Communications, Inc.                      85,800                     3,356
    Kimberly-Clark Corp.                        66,200                     3,295
*   GTECH Holdings Corp.                        96,100                     3,236
*   Harrah's Entertainment, Inc.                79,800                     3,143
*   Fox Entertainment Group, Inc.
      Class A                                  120,300                     3,056
    The McClatchy Co. Class A                   51,800                     3,035
    Tribune Co.                                 59,600                     2,919
*   Office Depot, Inc.                         215,300                     2,726
*   Reebok International Ltd.                   64,800                     2,013
*   Park Place Entertainment Corp.             256,100                     1,905
*   Republic Services, Inc. Class A             86,600                     1,858
================================================================================

12


================================================================================
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
*   Brinker International, Inc.                 53,300                     1,692
    Mattel, Inc.                                77,600                     1,687
    Washington Post Co. Class B                  2,200                     1,604
*   Yum! Brands, Inc.                           59,300                     1,465
*   Toys R Us, Inc.                            136,600                     1,400
*   Big Lots Inc.                              103,300                     1,293
*   Mandalay Resort Group                       44,000                     1,163
*   Rent-A-Center, Inc.                         13,300                       854
    Avon Products, Inc.                         14,600                       849
    Pittston Brink's Group                      58,000                       740
*   Saks Inc.                                   81,100                       726
    Outback Steakhouse                          19,700                       704
*   Getty Images, Inc.                          18,400                       623
    Nordstrom, Inc.                             35,500                       615
*   Polo Ralph Lauren Corp.                     25,500                       598
    May Department Stores Co.                   23,300                       504
*   American Greetings Corp. Class A            29,300                       427
    Belo Corp. Class A                          17,900                       403
    IKON Office Solutions, Inc.                 43,500                       338
*   GameStop Corp.                              26,000                       311
                                                                       ---------
                                                                       3,020,391
                                                                       ---------
CONSUMER STAPLES (9.3%)
  Imperial Tobacco Group ADR                12,840,000                   433,093
  ConAgra Foods, Inc.                       16,789,300                   352,575
  Altria Group, Inc.                        10,832,600                   333,211
  Anheuser-Busch Cos., Inc.                  5,064,800                   252,633
  PepsiCo, Inc.                              4,311,200                   186,589
  The Procter & Gamble Co.                   2,046,000                   183,833
  H.J. Heinz Co.                             2,276,500                    68,022
  Sara Lee Corp.                             3,407,800                    57,183
* Safeway, Inc.                              2,557,700                    42,509
  CVS Corp.                                    168,000                     4,067
  The Coca-Cola Co.                             69,500                     2,808
* The Kroger Co.                               165,900                     2,372
  Albertson's, Inc.                            119,200                     2,367
  SuperValu Inc.                               141,000                     2,322
  Kraft Foods Inc.                              69,600                     2,151
  PepsiAmericas, Inc.                          164,600                     2,056
  The Clorox Co.                                35,700                     1,614
  General Mills, Inc.                           35,200                     1,588
  Hershey Foods Corp.                           18,900                     1,233
  Colgate-Palmolive Co.                         21,100                     1,206
  Carolina Group                                61,000                     1,121
  Coca-Cola Enterprises, Inc.                   50,400                       982
                                                                       ---------
                                                                       1,935,535
                                                                       ---------
FINANCIAL SERVICES (28.0%)
  BANKS---NEW YORK CITY (2.7%)
  J.P. Morgan Chase & Co.                   18,791,504                   551,531
  The Bank of New York Co., Inc.               118,500                     3,134

  BANKS--OUTSIDE NEW YORK CITY (9.1%)
  Bank of America Corp.                      6,609,312                   489,420
- --------------------------------------------------------------------------------
- --------------------------------------------------------------------------------
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
 PNC Financial Services Group                9,545,222                   419,036
 Wells Fargo & Co.                           6,339,600                   305,949
 National City Corp.                         8,752,300                   262,219
 Wachovia Corp.                              3,269,502                   124,928
 FleetBoston Financial Corp.                 3,783,842                   100,347
 KeyCorp                                     2,816,900                    67,915
 Comerica, Inc.                                900,000                    39,159
 Bank One Corp.                                432,300                    15,584
 U.S. Bancorp                                  642,622                    14,234
 First Tennessee National Corp.                137,500                     6,023
 Union Planters Corp.                          210,300                     6,002
 AmSouth Bancorp                               259,500                     5,462
 SunTrust Banks, Inc.                           83,700                     4,789
 UnionBanCal Corp.                              94,774                     3,829
 Regions Financial Corp.                        96,900                     3,267
 BB&T Corp.                                     93,700                     3,055
 Commerce Bancshares, Inc.                      72,664                     2,750
 Hibernia Corp. Class A                        149,700                     2,713
 Hudson United Bancorp                          76,800                     2,561
 BancorpSouth, Inc.                            100,600                     2,022
 Whitney Holdings Corp.                         56,700                     1,915
 Cullen/Frost Bankers, Inc.                     58,100                     1,905
 First Virginia Banks, Inc.                     41,550                     1,697
 North Fork Bancorp, Inc.                       40,500                     1,311
 Greater Bay Bancorp                            81,700                     1,307
 Doral Financial Corp.                          18,900                       756
 Bank of Hawaii Corp.                           21,600                       712
 Trustmark Corp.                                27,200                       669

DIVERSIFIED FINANCIAL SERVICES (5.6%)
 Citigroup, Inc.                            14,426,973                   566,259
 John Hancock Financial
   Services, Inc.                            8,781,900                   254,851
 The Goldman Sachs Group, Inc.               2,059,000                   156,278
 Merrill Lynch & Co., Inc.                   2,443,100                   100,289
 Morgan Stanley                              1,938,960                    86,768
 American Express Co.                          149,100                     5,645
 Leucadia National Corp.                        99,200                     3,780
 Metropolitan Life Insurance Co.                99,800                     2,867
 Marsh & McLennan Cos., Inc.                    10,000                       477

FINANCIAL--DATA PROCESSING SERVICES (0.5%)
  Automatic Data Processing, Inc.            3,308,300                   111,258
* CheckFree Corp.                               78,100                     2,153

FINANCIAL--SMALL LOAN (1.2%)
  SLM Corp.                                  2,230,100                   249,771

FINANCIAL--MISCELLANEOUS (1.4%)
  Fannie Mae                                 3,883,400                   281,119
  Fidelity National Financial, Inc.            154,013                     5,298
  Radian Group, Inc.                            68,800                     2,731
================================================================================

                                                                              13


================================================================================
                                                                          MARKET
                                                                          VALUE*
WINDSOR II FUND                                 SHARES                     (000)
- --------------------------------------------------------------------------------
  Freddie Mac                                   33,300                     1,928

INSURANCE---LIFE
 Prudential Financial, Inc.                    187,200                     5,985
 The Principal Financial Group, Inc.            28,400                       826

INSURANCE---MULTILINE (4.8%)
 Allstate Corp.                             13,533,444                   511,429
 American International
   Group, Inc.                               4,426,601                   256,523
 The Hartford Financial
   Services Group Inc.                       2,524,827                   102,912
 St. Paul Cos., Inc.                         2,727,000                    93,645
 Old Republic International Corp.              157,000                     4,804
 SAFECO Corp.                                  101,000                     3,890
 Loews Corp.                                    89,200                     3,681
 Torchmark Corp.                                70,200                     2,720
 CIGNA Corp.                                    49,200                     2,573
 Reinsurance Group of America, Inc.             50,000                     1,433
 Cincinnati Financial Corp.                     37,100                     1,367
 AFLAC Inc.                                     41,500                     1,357
 Protective Life Corp.                          46,900                     1,347
 American Financial Group, Inc.                 27,800                       617

INSURANCE--PROPERTY-CASUALTY
  W.R. Berkley Corp.                            53,300                     2,475
  The PMI Group Inc.                            69,800                     2,151
  Progressive Corp. of Ohio                     26,300                     1,788
  Travelers Property Casualty
    Corp. Class A                               84,972                     1,379
  Travelers Property Casualty
    Corp. Class B                                2,772                        45

REAL ESTATE INVESTMENT TRUSTS (0.1%)
 Equity Office Properties
   Trust REIT                                  206,900                     5,373
 Simon Property Group, Inc. REIT                76,700                     2,816
 Public Storage, Inc. REIT                      74,800                     2,405
 Boston Properties, Inc. REIT                   58,900                     2,309
 Kimco Realty Corp. REIT                        59,700                     2,161
 Liberty Property Trust REIT                    67,600                     2,115
 Hospitality Properties Trust REIT              59,400                     1,711
 Duke Realty Corp. REIT                         52,200                     1,430
 ProLogis REIT                                  54,300                     1,398
 Archstone-Smith Trust REIT                     52,400                     1,195
 iStar Financial Inc. REIT                      39,800                     1,191
 General Growth
   Properties Inc. REIT                         19,400                     1,079
 CenterPoint Properties Corp. REIT              15,600                       904
 Mack-Cali Realty Corp. REIT                    21,300                       672
================================================================================
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
 Developers Diversified
   Realty Corp. REIT                            25,800                       650
 Weingarten Realty Investors REIT                9,700                       383

RENT & Lease Services---Commercial
 Ryder System, Inc.                            102,700                     2,551

SAVINGS & Loan (2.3%)
 Washington Mutual, Inc.                    11,306,449                   446,605
 Sovereign Bancorp, Inc.                       363,000                     5,608
 Golden West Financial Corp.                    74,100                     5,589
 Green Point Financial Corp.                   115,500                     5,516
 Charter One Financial, Inc.                   157,815                     4,585
 Roslyn Bancorp, Inc.                          113,700                     2,169
 Washington Federal Inc.                        95,404                     2,080
 Webster Financial Corp.                        37,900                     1,423
 Hudson City Bancorp, Inc.                      32,000                       741

SECURITIES BROKERS & Services (0.3%)
  Countrywide Financial Corp.                  837,009                    56,582
  Lehman Brothers Holdings, Inc.                82,200                     5,176
  Bear Stearns Co., Inc.                        33,500                     2,239
  First American Corp.                          52,800                     1,399
* E*TRADE Group, Inc.                          170,900                       940
                                                                      ----------
                                                                       5,851,615
                                                                      ----------
HEALTH CARE (4.8%)
  Bristol-Myers Squibb Co.                  14,209,600                   362,913
  Baxter International, Inc.                12,038,700                   276,890
  Wyeth                                      5,942,100                   258,660
  Pfizer Inc.                                2,039,200                    62,705
  Merck & Co., Inc.                            344,600                    20,049
  Schering-Plough Corp.                        240,600                     4,355
  Mylan Laboratories, Inc.                     146,400                     4,139
  Aetna Inc.                                    75,600                     3,765
* Genzyme Corp.-General Division                81,500                     3,283
  Becton, Dickinson & Co.                       79,700                     2,821
* Health Net Inc.                               75,000                     1,957
* Anthem, Inc.                                  18,800                     1,290
* Invitrogen Corp.                              39,100                     1,279
* Renal Care Group, Inc.                        39,100                     1,267
* STERIS Corp.                                  51,700                     1,174
* WebMD Corp.                                   74,300                       716
  Eli Lilly & Co.                               10,400                       664
* Coventry Health Care Inc.                     13,400                       547
* Genentech, Inc.                                6,900                       262
                                                                      ----------
                                                                       1,008,736
                                                                      ----------
INTEGRATED OILS (9.3%)
  ConocoPhillips                            10,346,534                   520,431
  Occidental Petroleum Corp.                15,834,800                   472,669
  ChevronTexaco Corp.                        7,375,543                   463,258
================================================================================

14


================================================================================
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
  BP PLC ADR                                 9,473,972                   365,127
  ExxonMobil Corp.                           3,197,956                   112,568
  Unocal Corp.                                 101,600                     2,814
  Amerada Hess Corp.                            34,500                     1,558
                                                                      ----------
                                                                       1,938,425
                                                                      ----------
OTHER ENERGY (1.6%)
    Transocean Inc.                         11,940,031                   227,458
*(2)Reliant Resources, Inc.                 15,837,040                    89,004
    Texas Genco Holdings, Inc.                 461,885                     8,037
    Apache Corp.                               106,785                     6,113
    Burlington Resources, Inc.                 129,900                     6,016
    Devon Energy Corp.                          79,581                     3,760
    XTO Energy, Inc.                           181,466                     3,539
    Anadarko Petroleum Corp.                    60,600                     2,691
*   Newfield Exploration Co.                    32,600                     1,121
    Equitable Resources, Inc.                   25,800                       991
                                                                       ---------
                                                                         348,730
                                                                       ---------
MATERIALS & Processing (3.1%)
(2)Hanson PLC ADR                            7,826,950                   219,311
   Dow Chemical Co.                          3,274,000                   106,863
   Monsanto Co.                              5,929,800                   103,179
(2)Millennium Chemicals, Inc.                7,368,142                   102,491
(2)Crompton Corp.                            6,238,569                    40,052
   E.I. du Pont de Nemours & Co.               333,887                    14,200
   Weyerhaeuser Co.                            128,500                     6,372
   International Paper Co.                     162,300                     5,802
   Alcoa Inc.                                  242,500                     5,561
   Praxair, Inc.                                93,900                     5,454
*  American Standard Cos., Inc.                 58,900                     4,193
   Masco Corp.                                 152,400                     3,211
   Sherwin-Williams Co.                        112,400                     3,134
*  Energizer Holdings, Inc.                    104,000                     2,997
   PPG Industries, Inc.                         56,500                     2,741
*  Pactiv Corp.                                125,200                     2,569
   Georgia Pacific Group                       122,000                     1,884
*  Smurfit-Stone Container Corp.               112,400                     1,581
   Precision Castparts Corp.                    53,500                     1,481
   Lubrizol Corp.                               44,500                     1,407
   Lafarge North America Inc.                   37,700                     1,201
   Newmont Mining Corp.
    (Holding Company)                           42,900                     1,159
   Cabot Corp.                                  41,100                     1,145
*  Owens-Illinois, Inc.                        107,800                       958
*  Shaw Group, Inc.                             66,900                       779
   Ball Corp.                                    7,000                       393
   The Timken Co.                               21,300                       377
                                                                      ----------
                                                                         640,495
                                                                      ----------
PRODUCER DURABLES (4.8%)
   The Boeing Co.                           14,084,300                   384,220
   Emerson Electric Co.                      5,762,900                   292,179
(2)Cooper Industries, Inc. Class A           4,650,800                   172,545
   United Technologies Corp.                 1,572,896                    97,221
================================================================================
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
   Lockheed Martin Corp.                        98,300                     4,920
*  Thermo Electron Corp.                       237,700                     4,319
   Deere & Co.                                  97,800                     4,306
*  Xerox Corp.                                 393,100                     3,876
   Caterpillar, Inc.                            59,800                     3,146
   Rockwell Collins, Inc.                      125,700                     2,687
   Illinois Tool Works, Inc.                    38,500                     2,463
   KB HOME                                      48,100                     2,370
   Pitney Bowes, Inc.                           60,400                     2,121
   Centex Corp.                                 24,200                     1,598
   Northrop Grumman Corp.                       17,810                     1,566
   HON Industries, Inc.                         51,400                     1,520
   Pentair, Inc.                                38,400                     1,480
   Goodrich Corp.                               59,700                       840
   Molex, Inc.                                  21,400                       499
   York International Corp.                     18,900                       452
                                                                        --------
                                                                         984,328
                                                                        --------
TECHNOLOGY (2.7%)
  International Business
    Machines Corp.                           2,085,900                   177,093
  Hewlett-Packard Co.                        7,406,672                   120,729
* Computer Sciences Corp.                    2,310,850                    76,143
  Raytheon Co.                               2,067,400                    61,877
  Texas Instruments, Inc.                    3,249,600                    60,085
* Corning, Inc.                              5,086,100                    27,567
* Storage Technology Corp.                     185,900                     4,595
  Rockwell Automation, Inc.                    145,600                     3,320
  Scientific-Atlanta, Inc.                     189,700                     3,083
* EMC Corp.                                    328,900                     2,990
* Lucent Technologies, Inc.                  1,527,900                     2,750
* Citrix Systems, Inc.                         109,500                     2,076
  Applera Corp.-Applied
    Biosystems Group                           116,800                     2,048
  PerkinElmer, Inc.                            173,200                     1,718
  Symbol Technologies, Inc.                    144,800                     1,583
* Emulex Corp.                                  71,500                     1,465
* Unisys Corp.                                 113,200                     1,177
* BMC Software, Inc.                            69,500                     1,037
* Jabil Circuit, Inc.                           52,700                       985
* Sun Microsystems, Inc.                       275,500                       909
* Macromedia, Inc.                              67,500                       851
  Motorola, Inc.                                92,600                       732
* Fairchild Semiconductor Corp.                 57,300                       680
* PanAmSat Corp.                                30,600                       529
* Arrow Electronics, Inc.                       29,500                       498
* Perot Systems Corp.                           32,100                       341
                                                                     -----------
                                                                         556,861
                                                                     -----------
UTILITIES (12.2%)
  Public Service Enterprise
    Group, Inc.                             11,007,000                   423,439
  Verizon Communications                    11,215,854                   419,249
  Entergy Corp.                              8,185,700                   381,535
================================================================================

                                                                              15

================================================================================
                                                                          MARKET
                                                                          VALUE*
WINDSOR II FUND                                 SHARES                     (000)
- --------------------------------------------------------------------------------
   American Electric
     Power Co., Inc.                        13,054,460                   344,377
   Southern Co.                              8,972,500                   261,010
   Duke Energy Corp.                         8,362,600                   147,098
(2)CenterPoint Energy Inc.                  15,899,700                   125,608
*(2)Mirant Corp.                            32,631,600                   108,011
   Exelon Corp.                              1,777,200                    94,263
*  Comcast Corp. Class A                     2,734,443                    87,256
   SBC Communications Inc.                   2,529,949                    59,100
   BellSouth Corp.                             630,100                    16,061
*  Comcast Corp.-;Special Class A              263,800                     7,930
   Sprint Corp.                                598,200                     6,885
*  Edison International                        401,300                     5,855
   Sempra Energy                               211,800                     5,685
   Constellation Energy Group, Inc.            191,700                     5,613
   PPL Corp.                                   124,600                     4,511
   Dominion Resources, Inc.                     74,700                     4,421
   AT&T Corp.                                  256,369                     4,371
   Consolidated Edison Inc.                     99,500                     3,868
   KeySpan Corp.                               104,300                     3,533
   FirstEnergy Corp.                           100,100                     3,376
   Wisconsin Energy Corp.                       98,000                     2,580
   NICOR Inc.                                   85,000                     2,555
   FPL Group, Inc.                              40,900                     2,490
   ALLTEL Corp.                                 51,900                     2,432
   CMS Energy Corp.                            361,100                     2,250
*  Qwest Communications
     International Inc.                        577,900                     2,179
   SCANA Corp.                                  57,000                     1,809
*  AT&T Wireless Services Inc.                 272,900                     1,763
   National Fuel Gas Co.                        72,000                     1,689
   CenturyTel, Inc.                             48,800                     1,437
   Energy East Corp.                            52,600                       958
*  Cox Communications, Inc.
     Class A                                    22,500                       745
*  Adelphia Communications
     Corp. Class A                              74,500                        13
                                                                       ---------
                                                                       2,545,955
                                                                       ---------
OTHER (4.1%)
  Tyco International Ltd.                   23,975,100                   374,012
  ITT Industries, Inc.                       4,579,200                   266,967
  General Electric Co.                       6,276,600                   184,846
  Textron, Inc.                                324,800                     9,578
  Honeywell International Inc.                 250,700                     5,917
  Fortune Brands, Inc.                         119,900                     5,803
  3M Co.                                        43,400                     5,470
  Johnson Controls, Inc.                        26,100                     2,146
  Brunswick Corp.                               68,000                     1,485
  Teleflex Inc.                                 38,400                     1,474
                                                                     -----------
                                                                         857,698
                                                                     -----------
- --------------------------------------------------------------------------------
TOTAL COMMON STOCKS
  (Cost $18,403,903)                                                  19,734,367
- --------------------------------------------------------------------------------
                                                                          MARKET
                                                                          VALUE*
                                                SHARES                     (000)
- --------------------------------------------------------------------------------
TEMPORARY INVESTMENTS (5.6%)(1)
- --------------------------------------------------------------------------------
Vanguard Index Participation
  Equity Receipts--
  Total Stock Market                         1,992,800                   171,859

                                                  Face
                                                Amount
                                                 (000)
                                             ---------
Federal National Mortgage Assn.
(3) 1.17%, 7/2/2003                           $ 28,000                    27,945
Repurchase Agreements
Collateralized by U.S. Government
   Obligations in a Pooled Cash Account
   1.32%, 5/1/2003                             914,594                   914,594
   1.32%, 5/1/2003--Note G                      43,705                    43,705
- --------------------------------------------------------------------------------
TOTAL TEMPORARY INVESTMENTS
  (Cost $1,155,600)                                                    1,158,103
- --------------------------------------------------------------------------------
TOTAL INVESTMENTS (100.2%)
  (Cost $19,559,503)                                                  20,892,470
- --------------------------------------------------------------------------------
OTHER ASSETS AND LIABILITIES---NET (-0.2%)                              (43,337)
- --------------------------------------------------------------------------------
NET ASSETS (100%)                                                    $20,849,133
================================================================================
*See Note A in Notes to Financial Statements.
*Non-income-producing security.
(1)The fund invests a portion of its cash reserves in equity markets through the
use of index futures contracts and exchange-traded funds. After giving effect to
these investments, the fund's effective common stock and temporary cash
investment positions represent 96.9% and 3.3%, respectively, of net assets. See
Note E in Notes to Financial Statements.
(2)Considered an affiliated company of the fund, as the fund owns more than 5%
of the outstanding voting securities of such company. The total market value of
investments in affiliated companies was $953,063,000.
(3)Security segregated as initial margin for open futures contracts.
ADR--American Depositary Receipt.
REIT--Real Estate Investment Trust.

- --------------------------------------------------------------------------------
STATEMENT OF ASSETS AND LIABILITIES
- --------------------------------------------------------------------------------
ASSETS
  Investments in Securities, at Value                                $20,892,470
  Receivables for Investment
    Securities Sold                                                      128,569
  Other Assets--Note C                                                    62,647
                                                                     -----------
    Total Assets                                                      21,083,686
                                                                     -----------
LIABILITIES
  Payables for Investment Securities
    Purchased                                                            129,554
  Security Lending Collateral Payable
    to Brokers---Note G                                                   43,705
  Other Liabilities                                                       61,294
                                                                      ----------
    Total Liabilities                                                    234,553
                                                                      ----------
- --------------------------------------------------------------------------------
NET ASSETS (100%)                                                    $20,849,133
================================================================================

16


                                                                          AMOUNT
                                                                           (000)
================================================================================
AT APRIL 30, 2003, NET ASSETS CONSISTED OF:
- --------------------------------------------------------------------------------
Paid-in Capital                                                     $20,867,525
Undistributed Net Investment Income                                     138,799
Accumulated Net Realized Losses                                      (1,513,020)
Unrealized Appreciation
  Investment Securities                                               1,332,967
  Futures Contracts                                                      22,862
- --------------------------------------------------------------------------------
NET ASSETS                                                          $20,849,133
================================================================================
Investor Shares--Net Assets
Applicable to 837,997,451 outstanding $.001
  par value shares of beneficial interest
 (unlimited authorization)                                          $18,115,673
- --------------------------------------------------------------------------------
NET ASSET VALUE PER SHARE--
  INVESTOR SHARES                                                        $21.62
- --------------------------------------------------------------------------------

Admiral Shares---Net Assets
Applicable to 71,217,725 outstanding $.001
  par value shares of beneficial interest
 (unlimited authorization)                                           $2,733,460
- --------------------------------------------------------------------------------
NET ASSET VALUE PER SHARE--
  ADMIRAL SHARES                                                         $38.38
================================================================================
See Note E in Notes to Financial Statements for the tax-basis components of net
assets.


                                                                              17


STATEMENT OF OPERATIONS

This Statement shows the types of income earned by the fund during the reporting
period,  and details the operating expenses charged to each class of its shares.
These expenses  directly reduce the amount of investment income available to pay
to  shareholders  as income  dividends.  This  Statement also shows any Net Gain
(Loss) realized on the sale of investments,  and the increase or decrease in the
Unrealized Appreciation (Depreciation) of investments during the period.

================================================================================
                                                                 WINDSOR II FUND
                                                 SIX MONTHS ENDED APRIL 30, 2003
                                                                           (000)
- --------------------------------------------------------------------------------
INVESTMENT INCOME
INCOME
  Dividends*                                                          $ 288,202
  Interest                                                                4,682
  Security Lending                                                          153
- --------------------------------------------------------------------------------
     Total Income                                                       293,037
- --------------------------------------------------------------------------------
Expenses
  Investment Advisory Fees--Note B
    Basic Fee                                                            12,903
    Performance Adjustment                                                2,628
  The Vanguard Group--Note C
    Management and Administrative
      Investor Shares                                                    23,083
      Admiral Shares                                                      2,055
    Marketing and Distribution
      Investor Shares                                                     1,145
      Admiral Shares                                                        134
  Custodian Fees                                                            212
  Shareholders' Reports and Proxies
    Investor Shares                                                         507
    Admiral Shares                                                            6
  Trustees' Fees and Expenses                                                15
- --------------------------------------------------------------------------------
    Total Expenses                                                       42,688
    Expenses Paid Indirectly--Note D                                     (1,521)
- --------------------------------------------------------------------------------
    Net Expenses                                                         41,167
- --------------------------------------------------------------------------------
NET INVESTMENT INCOME                                                   251,870
- --------------------------------------------------------------------------------
REALIZED NET GAIN (LOSS)
  Investment Securities Sold*                                          (565,232)
  Futures Contracts                                                     (15,438)
- --------------------------------------------------------------------------------
REALIZED NET GAIN (LOSS)                                               (580,670)
- --------------------------------------------------------------------------------
CHANGE IN UNREALIZED APPRECIATION (DEPRECIATION)
  Investment Securities                                               1,274,810
  Futures Contracts                                                      23,346
- --------------------------------------------------------------------------------
CHANGE IN UNREALIZED APPRECIATION (DEPRECIATION)                      1,298,156
- --------------------------------------------------------------------------------
NET INCREASE (DECREASE) IN NET ASSETS RESULTING FROM OPERATIONS       $ 969,356
================================================================================
*Dividend income and realized net gain (loss) from affiliated companies of the
fund were $42,532,000 and $(46,912,000), respectively.

18


STATEMENT OF CHANGES IN NET ASSETS

This Statement shows how the fund's total net assets changed during the two most
recent reporting periods. The Operations section summarizes information detailed
in  the  Statement  of  Operations.   The  amounts  shown  as  Distributions  to
shareholders  from the fund's net  income  and  capital  gains may not match the
amounts shown in the Operations section, because distributions are determined on
a tax  basis  and may be made in a period  different  from the one in which  the
income was earned or the gains were  realized on the financial  statements.  The
Capital Share Transactions section shows the net amount shareholders invested in
or redeemed  from the fund.  Distributions  and Capital Share  Transactions  are
shown separately for each class of shares.

================================================================================
                                                            Windsor II Fund
                                                  ------------------------------
                                                      Six Months            Year
                                                           Ended           Ended
                                                   Apr. 30, 2003   Oct. 31, 2002
                                                           (000)           (000)
- --------------------------------------------------------------------------------
INCREASE (DECREASE) IN NET ASSETS
Operations
  Net Investment Income                               $ 251,870       $ 502,088
  Realized Net Gain (Loss)                             (580,670)       (983,852)
  Change in Unrealized Appreciation (Depreciation)    1,298,156      (2,528,955)
- --------------------------------------------------------------------------------
    Net Increase (Decrease) in Net Assets
      Resulting from Operations                         969,356      (3,010,719)
- --------------------------------------------------------------------------------
Distributions
  Net Investment Income
    Investor Shares                                    (228,924)       (454,070)
    Admiral Shares                                      (33,527)        (53,970)
  Realized Capital Gain
    Investor Shares                                          --        (130,500)
    Admiral Shares                                           --         (13,444)
- --------------------------------------------------------------------------------
    Total Distributions                                (262,451)       (651,984)
- --------------------------------------------------------------------------------
Capital Share Transactions--Note H
  Investor Shares                                      (231,490)       (543,843)
  Admiral Shares                                        155,423         890,245
- --------------------------------------------------------------------------------
    Net Increase (Decrease) from Capital
      Share Transactions                                (76,067)        346,402
- --------------------------------------------------------------------------------
Total Increase (Decrease)                               630,838      (3,316,301)
- --------------------------------------------------------------------------------
Net Assets
  Beginning of Period                                20,218,295      23,534,596
- --------------------------------------------------------------------------------
  End of Period                                     $20,849,133     $20,218,295
================================================================================

                                                                              19


FINANCIAL HIGHLIGHTS

This table  summarizes  the  fund's  investment  results  and  distributions  to
shareholders on a per-share basis for each class of shares. It also presents the
Total  Return and shows net  investment  income and expenses as  percentages  of
average net  assets.  These data will help you assess:  the  variability  of the
fund's  net  income  and  total   returns  from  year  to  year;   the  relative
contributions  of net income and capital gains to the fund's total  return;  how
much it costs to  operate  the fund;  and the  extent to which the fund tends to
distribute  capital gains.  The table also shows the Portfolio  Turnover Rate, a
measure of trading  activity.  A  turnover  rate of 100% means that the  average
security is held in the fund for one year.

WINDSOR II FUND INVESTOR SHARES


                                                                                      
===============================================================================================================
                                                SIX MONTHS ENDED               YEAR ENDED OCTOBER 31,
                                                       APRIL 30,       ----------------------------------------
FOR A SHARE OUTSTANDING THROUGHOUT EACH PERIOD              2003       2002      2001     2000     1999    1998
- ---------------------------------------------------------------------------------------------------------------
NET ASSET VALUE, BEGINNING OF PERIOD                     $20.87     $24.50    $27.58   $29.03   $31.07  $29.36
- ---------------------------------------------------------------------------------------------------------------
INVESTMENT OPERATIONS
  Net Investment Income                                     .26        .51      .564      .64      .64     .65
  Net Realized and Unrealized Gain (Loss) on Investments    .76      (3.47)   (1.819)    1.08      .73    3.91
- ---------------------------------------------------------------------------------------------------------------
    Total from Investment Operations                       1.02      (2.96)   (1.255)    1.72     1.37    4.56
- ---------------------------------------------------------------------------------------------------------------
DISTRIBUTIONS
  Dividends from Net Investment Income                     (.27)      (.52)    (.585)    (.67)    (.74)   (.66)
  Distributions from Realized Capital Gains                  --       (.15)   (1.240)   (2.50)   (2.67)  (2.19)
- ---------------------------------------------------------------------------------------------------------------
    Total Distributions                                    (.27)      (.67)   (1.825)   (3.17)   (3.41)  (2.85)
- ---------------------------------------------------------------------------------------------------------------
NET ASSET VALUE, END OF PERIOD                           $21.62     $20.87    $24.50   $27.58   $29.03  $31.07
===============================================================================================================
TOTAL RETURN                                               4.92%    -12.51%    -4.89%    7.22%    4.57%  16.51%
===============================================================================================================

RATIOS/SUPPLEMENTAL DATA
Net Assets, End of Period (Millions)                    $18,116    $17,735   $21,495  $24,070  $30,541 $29,639
Ratio of Total Expenses to Average Net Assets             0.44%*      0.42%     0.40%    0.37%    0.37%   0.41%
Ratio of Net Investment Income to Average Net Assets      2.51%*      2.12%     2.10%    2.36%    2.08%   2.16%
Portfolio Turnover Rate                                      22%        41%       33%      26%      26%     31%
===============================================================================================================
*Annualized.





20



WINDSOR II FUND ADMIRAL SHARES


                                                                                                
===============================================================================================================
                                                                             SIX MONTHS        YEAR
                                                                                  ENDED       ENDED  MAY 14* TO
                                                                                APR. 30,    OCT. 31,    OCT. 31,
FOR A SHARE OUTSTANDING THROUGHOUT EACH PERIOD                                     2003        2002        2001
- ---------------------------------------------------------------------------------------------------------------
NET ASSET VALUE, BEGINNING OF PERIOD                                             $37.05      $43.50      $50.00
- ---------------------------------------------------------------------------------------------------------------
INVESTMENT OPERATIONS
 Net Investment Income                                                             .481        .944        .408
 Net Realized and Unrealized Gain (Loss) on Investments                           1.344      (6.167)     (6.433)
- ---------------------------------------------------------------------------------------------------------------
Total from Investment Operations                                                  1.825      (5.223)     (6.025)
- ---------------------------------------------------------------------------------------------------------------
DISTRIBUTIONS
 Dividends from Net Investment Income                                             (.495)      (.962)      (.475)
 Distributions from Realized Capital Gains                                           --       (.265)         --
- ---------------------------------------------------------------------------------------------------------------
Total Distributions                                                               (.495)     (1.227)      (.475)
- ---------------------------------------------------------------------------------------------------------------
NET ASSET VALUE, END OF PERIOD                                                   $38.38      $37.05      $43.50
===============================================================================================================
TOTAL RETURN                                                                       4.96%     -12.44%     -12.16%
===============================================================================================================
RATIOS/SUPPLEMENTAL DATA

Net Assets, End of Period (Millions)                                             $2,733     $ 2,484      $2,039
Ratio of Total Expenses to Average Net Assets                                     0.33%**      0.35%    0.35%**
Ratio of Net Investment Income to Average Net Assets                              2.62%**      2.18%    1.83%**
Turnover Rate                                                                       22%**        41%        33%
===============================================================================================================
*Inception.
**Annualized.


                                                                              21


NOTES TO FINANCIAL STATEMENTS

Vanguard Windsor II Fund is registered under the Investment  Company Act of 1940
as an open-end  investment  company, or mutual fund. The fund offers two classes
of shares,  Investor Shares and Admiral Shares. Investor Shares are available to
any investor who meets the fund's minimum purchase requirements.  Admiral Shares
are designed for investors who meet certain administrative,  servicing,  tenure,
and account-size criteria.


A. The following  significant  accounting policies conform to generally accepted
accounting  principles for U.S. mutual funds. The fund consistently follows such
policies in preparing its financial statements.
     1. SECURITY VALUATION:  Securities are valued as of the close of trading on
the New York Stock Exchange  (generally 4:00 p.m. Eastern time) on the valuation
date. Equity securities are valued at the latest quoted sales prices or official
closing prices taken from the primary market in which each security trades; such
securities not traded on the valuation date are valued at the mean of the latest
quoted bid and asked  prices.  Securities  for which market  quotations  are not
readily  available,  or whose  values  have been  materially  affected by events
occurring  before the fund's  pricing time but after the close of their  primary
markets, are valued by methods deemed by the board of trustees to represent fair
value.  Temporary cash investments  acquired over 60 days to maturity are valued
using the latest bid prices or using  valuations based on a matrix system (which
considers such factors as security  prices,  yields,  maturities,  and ratings),
both  as  furnished  by  independent  pricing  services.  Other  temporary  cash
investments are valued at amortized cost, which approximates market value.
     2. FUTURES CONTRACTS:  The fund uses S&P 500 Index and S&P MidCap 400 Index
futures  contracts to a limited extent,  with the objective of maintaining  full
exposure to the stock market while maintaining liquidity.  The fund may purchase
or sell futures  contracts to achieve a desired level of investment,  whether to
accommodate  portfolio  turnover or cash flows from capital share  transactions.
The primary  risks  associated  with the use of futures  contracts are imperfect
correlation  between changes in market values of stocks held by the fund and the
prices of futures contracts, and the possibility of an illiquid market.
     Futures contracts are valued at their quoted daily settlement  prices.  The
aggregate  principal  amounts of the contracts are not recorded in the financial
statements.  Fluctuations  in the value of the  contracts  are  recorded  in the
Statement  of Net  Assets  as an  asset  (liability)  and in  the  Statement  of
Operations as  unrealized  appreciation  (depreciation)  until the contracts are
closed, when they are recorded as realized futures gains (losses).
     3.  REPURCHASE  AGREEMENTS:  The fund,  along  with  other  members  of The
Vanguard  Group,  transfers  uninvested  cash balances to a pooled cash account,
which  is  invested  in  repurchase   agreements  secured  by  U.S.   government
securities.  Securities pledged as collateral for repurchase agreements are held
by a custodian bank until the agreements  mature.  Each agreement  requires that
the market value of the  collateral be sufficient to cover  payments of interest
and principal; however, in the event of default or bankruptcy by the other party
to  the  agreement,  retention  of  the  collateral  may  be  subject  to  legal
proceedings.
     4.  FEDERAL  INCOME  TAXES:  The fund  intends to  continue to qualify as a
regulated   investment  company  and  distribute  all  of  its  taxable  income.
Accordingly,  no provision for federal income taxes is required in the financial
statements.
     5.  DISTRIBUTIONS:  Distributions  to  shareholders  are  recorded  on  the
ex-dividend date.
     6. OTHER:  Dividend  income is recorded on the ex-dividend  date.  Security
transactions  are accounted for on the date securities are bought or sold. Costs
used to determine  realized gains (losses) on the sale of investment  securities
are those of the specific securities sold.


22



     Each class of shares has equal  rights as to assets  and  earnings,  except
that each class  separately  bears certain  class-specific  expenses  related to
maintenance of shareholder  accounts  (included in Management and Administrative
expenses),  shareholder  reporting,  and  proxies.  Marketing  and  distribution
expenses are allocated to each class of shares based on a method approved by the
board of trustees.  Income,  other  non-class-specific  expenses,  and gains and
losses  on  investments  are  allocated  to each  class of  shares  based on its
relative net assets.

B. Barrow, Hanley,  Mewhinney & Strauss, Inc.; Equinox Capital Management,  LLC;
and Tukman Capital  Management,  Inc., each provide investment advisory services
to a portion of the fund for a fee  calculated at an annual  percentage  rate of
average net assets  managed by the  adviser.  The basic fees of each adviser are
subject to quarterly  adjustments  based on performance  for the preceding three
years relative to a designated  market index:  for Barrow,  Hanley,  Mewhinney &
Strauss,  Inc., the S&P 500/Barra Value Index;  for Equinox Capital  Management,
LLC, the Russell 1000 Value Index; and for Tukman Capital Management,  Inc., the
S&P 500 Index.
     The Vanguard Group provides  investment  advisory  services to a portion of
the fund on an at-cost basis;  the fund paid Vanguard  advisory fees of $304,000
for the six months ended April 30, 2003.
     For the six months ended April 30, 2003, the aggregate  investment advisory
fee  represented  an effective  annual basic rate of 0.13% of the fund's average
net assets before an increase of $2,628,000 (0.03%) based on performance.

C. The Vanguard Group  furnishes at cost corporate  management,  administrative,
marketing,  and distribution  services. The costs of such services are allocated
to the fund  under  methods  approved  by the  board of  trustees.  The fund has
committed to provide up to 0.40% of its net assets in capital  contributions  to
Vanguard.  At April 30, 2003, the fund had contributed  capital of $3,640,000 to
Vanguard (included in Other Assets), representing 0.02% of the fund's net assets
and 3.64% of  Vanguard's  capitalization.  The fund's  trustees and officers are
also directors and officers of Vanguard.

D. The fund has asked its investment advisers to direct certain security trades,
subject to obtaining the best price and execution, to brokers who have agreed to
rebate to the fund part of the  commissions  generated.  Such  rebates  are used
solely to reduce the fund's management and administrative  expenses.  The fund's
custodian  bank has also agreed to reduce its fees when the fund  maintains cash
on deposit in the non-interest-bearing custody account. For the six months ended
April 30, 2003, directed brokerage and custodian fee offset arrangements reduced
expenses by $1,516,000  and $5,000,  respectively.  The total expense  reduction
represented an effective annual rate of 0.02% of the fund's average net assets.

E.  Distributions  are  determined  on a tax  basis  and  may  differ  from  net
investment income and realized capital gains for financial  reporting  purposes.
Differences   may  be  permanent  or  temporary.   Permanent   differences   are
reclassified among capital accounts in the financial statements to reflect their
tax  character.  Temporary  differences  arise  when  certain  items of  income,
expense,  gain,  or loss are  recognized  in  different  periods  for  financial
statement and tax purposes;  these  differences will reverse at some time in the
future.  Differences  in  classification  may also result from the  treatment of
short-term gains as ordinary income for tax purposes.
     The fund's  tax-basis  capital gains and losses are determined  only at the
end of each fiscal year.  For tax  purposes,  at October 31, 2002,  the fund had
available  realized  losses of  $918,354,000  to offset future net capital gains
through  October 31, 2010.  The fund will use these capital losses to offset net
taxable capital gains, if any, realized during the year ending October 31, 2003;
should the fund  realize  net  capital  losses for the year,  the losses will be
added to the loss carryforward balances above.

                                                                              23




     At April 30, 2003, net unrealized appreciation of investment securities for
tax  purposes   was   $1,332,967,000,   consisting   of   unrealized   gains  of
$4,148,197,000  on securities  that had risen in value since their  purchase and
$2,815,230,000 in unrealized losses on securities that had fallen in value since
their purchase.
     At April 30, 2003, the aggregate settlement value of open futures contracts
expiring in June 2003 and the related unrealized appreciation were:

- --------------------------------------------------------------------------------
                                                                (000)
                                                --------------------------------
                                                 AGGREGATE            UNREALIZED
                                 NUMBER OF      SETTLEMENT          APPRECIATION
FUTURES CONTRACTS           LONG CONTRACTS           VALUE        (DEPRECIATION)
- --------------------------------------------------------------------------------
S&P 500 Index                        1,097        $251,240             $ 19,171
S&P MidCap 400 Index                   180          39,488                3,691
- --------------------------------------------------------------------------------


Unrealized  appreciation on open futures  contracts is required to be treated as
realized gain for tax purposes.

F. During the six months ended April 30, 2003, the fund purchased $2,115,550,000
of investment securities and sold $2,349,612,000 of investment securities, other
than temporary cash investments.

G. The market value of securities on loan to  broker/dealers  at April 30, 2003,
was  $42,079,000,  for which the fund held cash collateral of  $43,705,000.  The
fund invests cash collateral  received in repurchase  agreements,  and records a
liability for the return of the collateral, during the period the securities are
on loan.

H. Capital share transactions for each class of shares were:



                                                                       
- -----------------------------------------------------------------------------------------------
                                             SIX MONTHS ENDED                 YEAR ENDED
                                                APRIL 30, 2003             OCTOBER 31, 2002
                                              ----------------            ---------------------
                                           AMOUNT         SHARES        AMOUNT         SHARES
                                            (000)          (000)         (000)          (000)
- -----------------------------------------------------------------------------------------------
Investor Shares
  Issued                               $1,053,851         50,735    $2,838,280        116,530
  Issued in Lieu of Cash Distributions    219,576         10,406       561,971         22,591
  Redeemed                             (1,504,917)       (72,898)   (3,944,094)      (166,688)
                                       --------------------------------------------------------
   Net Increase (Decrease)--
     Investor Shares                    (231,490)        (11,757)     (543,843)       (27,567)
                                       --------------------------------------------------------
Admiral Shares
  Issued                                  300,608          8,146     1,159,318         26,681
  Issued in Lieu of Cash Distributions     29,981            801        60,629          1,376
  Redeemed                               (175,166)        (4,768)     (329,702)        (7,895)
                                       --------------------------------------------------------
   Net Increase (Decrease)--
     Admiral Shares                       155,423          4,179       890,245         20,162
- -----------------------------------------------------------------------------------------------


24



================================================================================
The People Who Govern Your Fund

The  trustees of your mutual fund are there to see that the fund is operated and
managed in your best interests since, as a shareholder,  you are a part owner of
the fund.  Your  fund  trustees  also  serve on the  board of  directors  of The
Vanguard  Group,  Inc.,  which is owned by the  Vanguard(R)  funds and  provides
services to them on an at-cost basis.
     A majority of Vanguard's board members are  independent,  meaning that they
have no  affiliation  with  Vanguard or the funds they  oversee,  apart from the
investments they have made as private individuals. Our independent board members
bring  distinguished  backgrounds in business,  academia,  and public service to
their task of working  with  Vanguard  officers to  establish  the  policies and
oversee the activities of the funds.
     Among board members' responsibilities are selecting investment advisers for
the  funds;  monitoring  fund  operations,  performance,  and  costs;  reviewing
contracts;  nominating  and  selecting  new  trustees/directors;   and  electing
Vanguard  officers.  The dates in  parentheses  below show when each trustee was
initially elected.





                     
=========================================================================================================================
JOHN J. BRENNAN*        Chairman of the Board, Chief Executive Officer, and Director/Trustee of The Vanguard Group, Inc.,
(1987)                  and of each of the investment companies served by The Vanguard Group.
- -------------------------------------------------------------------------------------------------------------------------
INDEPENDENT TRUSTEES
CHARLES D. ELLIS        The Partners of '63 (pro bono ventures in education); Senior Adviser to Greenwich Associates
(2001)                  (international business strategy consulting); Successor Trustee of Yale University; Overseer of
                        the Stern School of Business at New York University; Trustee of the Whitehead Institute for
                        Biomedical Research.

RAJIV L. GUPTA          Chairman and Chief Executive Officer (since October 1999), Vice Chairman (January-September 1999),
(2001)                  and Vice President (prior to September 1999) of Rohm and Haas Co. (chemicals); Director of
                        Technitrol, Inc. (electronic components), and Agere Systems (communications components); Board
                        Member of the American Chemistry Council; Trustee of Drexel University.

JOANN HEFFERNAN HEISEN  Vice President, Chief Information Officer, and Member of the Executive Committee of Johnson &
(1998)                  Johnson (pharmaceuticals/consumer products); Director of the Medical Center at Princeton and
                        Women's Research and Education Institute.

BURTON G. MALKIEL       Chemical Bank Chairman's Professor of Economics, Princeton University; Director of Vanguard
(1977)                  Investment Series plc (Irish investment fund) (since November 2001), Vanguard Group (Ireland)
                        Limited (Irish investment management firm) (since November 2001), Prudential Insurance Co. of
                        America, BKF Capital (investment management firm), The Jeffrey Co. (holding company), and
                        NeuVis, Inc. (software company).

ALFRED M. RANKIN, JR.   Chairman, President, Chief Executive Officer, and Director of NACCO Industries, Inc. (forklift
(1993)                  trucks/housewares/lignite); Director of Goodrich Corporation (industrial products/aircraft
                        systems and services); Director until 1998 of Standard Products Company (a supplier for the
                        automotive industry).

J. LAWRENCE WILSON      Retired Chairman and Chief Executive Officer of Rohm and Haas Co. (chemicals); Director of
(1985)                  Cummins Inc. (diesel engines), MeadWestvaco Corp. (paper products), and AmerisourceBergen Corp.
                        (pharmaceutical distribution); Trustee of Vanderbilt University.
- -------------------------------------------------------------------------------------------------------------------------
EXECUTIVE OFFICERS*
R. GREGORY BARTON       Secretary; Managing Director and General Counsel of The Vanguard Group, Inc. (since September
                        1997); Secretary of The Vanguard Group and of each of the investment companies served by The
                        Vanguard Group; Principal of The Vanguard Group (prior to September 1997).

THOMAS J. HIGGINS       Treasurer; Principal of The Vanguard Group, Inc.; Treasurer of each of the investment companies
                        served by The Vanguard Group.
- -------------------------------------------------------------------------------------------------------------------------

*Officers of the funds are "interested persons" as defined in the Investment
Company Act of 1940.

More  information   about  the  trustees  is  in  the  Statement  of  Additional
Information, available from The Vanguard Group.

- --------------------------------------------------------------------------------
VANGUARD SENIOR MANAGEMENT TEAM

MORTIMER J. BUCKLEY, Information Technology.
F. WILLIAM MCNABB, III, Client Relationship Group.
JAMES H. GATELY, Investment Programs and Services.
MICHAEL S. MILLER, Planning and Development.
KATHLEEN C. GUBANICH, Human Resources.
RALPH K. PACKARD, Finance.
IAN A. MACKINNON, Fixed Income Group.
GEORGE U. SAUTER, Quantitative Equity Group.
- --------------------------------------------------------------------------------
JOHN C. BOGLE, Founder; Chairman and Chief Executive Officer, 1974-1996.




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Q732 062003




Item 2: Code(s) of Ethics - Not applicable to this semi-annual report.

Item 3: Audit Committee  Financial  Expert - Not applicable to this  semi-annual
report.

Item  4:  Principal  Accountant  Fees  and  Services  - Not  applicable  to this
semi-annual report.

Item 5: Not Applicable.

Item 6: Reserved.

Item 7: Not applicable.

Item 8: Reserved.

Item 9: Controls and Procedures.

     (a)  Disclosure  Controls  and  Procedures.  The  Principal  Executive  and
Financial  Officers  concluded  that the  Registrant's  Disclosure  Controls and
Procedures are effective  based on their  evaluation of the Disclosure  Controls
and Procedures as of a date within 90 days of the filing date of this report.

     (b) Internal  Controls.  There were no significant  changes in Registrant's
internal  controls or in other  factors  that could  significantly  affect these
controls  subsequent to the date of their  evaluation,  including any corrective
actions with regard to significant deficiencies and material weaknesses.

Item 10: Exhibits attached hereto. (Attach certifications as exhibits)

Pursuant to the  requirements  of the  Securities  Exchange  Act of 1934 and the
Investment Company Act of 1940, the registrant has duly caused this report to be
signed on its behalf by the undersigned, thereunto duly authorized.

      VANGUARD WINDSOR FUNDS

BY:            (signature)
   --------------------------------
              (HEIDI STAM)
            JOHN J. BRENNAN*
        CHIEF EXECUTIVE OFFICER

Date: June 16, 2003

Pursuant to the  requirements  of the  Securities  Exchange  Act of 1934 and the
Investment  Company  Act of  1940,  this  report  has been  signed  below by the
following  persons on behalf of the  registrant and in the capacities and on the
dates indicated.

      VANGUARD WINDSOR FUNDS

BY:            (signature)
   --------------------------------
              (HEIDI STAM)
            JOHN J. BRENNAN*
        CHIEF EXECUTIVE OFFICER

Date: June 16, 2003

      VANGUARD WINDSOR FUNDS

BY:            (signature)
   --------------------------------
               (HEIDI STAM)
             THOMAS J. HIGGINS*
                TREASURER


Date: June 16, 2003

*By Power of  Attorney.  See File Number  2-57689,  filed on December  26, 2002.
Incorporated by Reference.