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                                                          February 24, 2006

Christian Sandoe, Esq.
Division of Investment Management
U.S. Securities and Exchange Commission                   via electronic filing
100 F Street, NE
Washington, DC 20549

         Re:      Vanguard Windsor Funds

Dear Mr. Sandoe:

 The following responds to your comments of February 16, 2006 on the post-
effective amendment of the Vanguard Windsor Funds' (the "Registrant")
registration statement on Form N-1A. You commented on the post-effective
amendment that was filed on January 4, 2006 pursuant to Rule 485(a). As you
know, we have requested accelerated effectiveness to February 28, 2006 in
connection with this filing. Pursuant to your instructions, we will make another
485(a) filing on or before February 28 that responds to your comments and
contains a number of other non-material updates and changes.
 Prospectus page references in this letter are references to the Investor and
Admiral Shares version of the prospectus. The series of the Registrant are
referred to individually as "Fund" and collectively as "Funds."

Comment 1: Prospectuses - Other Investment Policies and Risks
- -------------------------------------------------------------
Comment:        Confirm that the investment strategies and policies discussed in
                the "Other Investment Policies and Risks" section of the
                prospectuses are non-principal strategies and policies of the
                Funds.

Response:       The strategies and policies disclosed in the "Other Investment
                Policies and Risks" are not principal strategies and policies of
                the Funds.


Christian Sandoe, Esq.
February 24, 2006
Page 2 of 5


Comment 2:  Prospectuses - Plain Talk About The Fund's Portfolio Managers
- -------------------------------------------------------------------------
Comment:          Describe the separate roles of each portfolio manager.

Response:         We have disclosed that each portfolio manager is a "comanager"
                  of the portion of the Fund managed by a particular investment
                  advisor.

Comment 3:  Statement of Additional Information
- -----------------------------------------------
Comment:          Disclose in the SAI the details regarding each Fund's advisory
                  fee structure (including a breakdown of each advisor's fees
                  for the last three years).

Response:         We currently have the appropriate level of disclosure.
                  Vanguard operates a multi-manager structure for certain funds
                  pursuant to an exemptive order granted by the Commission in
                  2003 (the "2003 Order")./1/  The funds are permitted under the
                  2003 Order to enter into and amend investment advisory
                  agreements with unaffiliated third-party advisors without
                  shareholder approval, provided certain conditions are met.
                  The 2003 Order exempts multi-managed Vanguard funds from
                  certain disclosure requirements so that they are only required
                  to disclose advisory fees (as both a dollar amount and as a
                  percentage of a fund's net assets) as follows: (1) aggregate
                  fees paid by a fund to Vanguard and any affiliated advisors;
                  (2) aggregate fees paid by the fund to unaffiliated third-
                  party advisors; and (3) aggregate fees paid by the fund to all
                  investment advisors (collectively, the "Aggregate Fee
                  Disclosure").  A fund using Aggregate Fee Disclosure does not
                  have to include additional details, including asset-based and
                  performance fee schedules, about its advisory fees and fee
                  arrangements.

                  An Aggregate Fee Disclosure regime is in the best interests of
                  fund shareholders. In a recent proposal to codify
                  multi-manager exemptive orders, the Commission said that fund
                  sponsors (including Vanguard) have represented that they "are
                  able to negotiate lower fees with subadvisers if they do not
                  have to disclose those fees separately, and in our orders we
                  have provided them relief from our disclosure requirements. We
                  are proposing to codify this relief, which permits a manager
                  of managers fund to disclose only the aggregate amount of
                  advisory fees that it pays to subadvisers as a group."/2/

                  Pursuant to the order discussed above and in accordance with
                  the requirements of Form N-1A, we will disclose advisory fee
                  information for the Vanguard Windsor II Fund as shown below.
                  For the Vanguard Windsor Fund, we currently have the
                  appropriate level of disclosure because the aggregate advisory
                  fee rate (as a percentage of net assets) is shown in the
                  prospectus, and

- ------------------------
/1/ In the Matter of Vanguard Convertible Securities Fund, et al., File No.
812-12380, Inc. Co. Act Release Nos. 26062 (May 29, 2003)(Notice) and 26089
(June 25, 2003)(order).
/2/ Exemption from Shareholder Approval for Certain Subadvisory Contracts,
Securities Act Release No. 8312 (Oct. 23, 2003).


Christian Sandoe, Esq.
February 24, 2006
Page 3 of 5

                  the aggregate advisory fee amounts paid by the Fund for the
                  last three years are shown in dollars in the SAI.

                            Vanguard Windsor II Fund

                  For the fiscal years ended October 31, 2003, 2004, and 2005,
                  Vanguard Windsor II Fund incurred the following aggregate
                  investment advisory fees:

- ------------------------- -------------- -------------------- ----------------
                                    2003                 2004             2005
- ------------------------- -------------- -------------------- ----------------
- ------------------------- -------------- -------------------- ----------------
Basic Fee                    $27,447,000          $39,948,000      $44,005,000
- ------------------------- -------------- -------------------- ----------------
- ------------------------- -------------- -------------------- ----------------
Increase or Decrease           5,551,000            5,153,000        2,811,000
for Performance
Adjustment
- ------------------------- -------------- -------------------- ----------------
- ------------------------- -------------- -------------------- ----------------
Total                        $32,998,000          $45,101,000      $46,816,000
- ------------------------- -------------- -------------------- ----------------

                  Of the aggregate fees previously described, the investment
                  advisory fee paid to Vanguard for the fiscal year ended
                  October 31, 2005, was $765,000 (representing an effective
                  annual rate of less than 0.01%). The investment advisory fee
                  paid to the remaining advisors for the fiscal year ended
                  October 31, 2005, was $46,051,000 (representing an effective
                  annual rate of 0.13%).

Comment 4:  Statement of Additional Information - Portfolio Manager Material
            Conflicts
- ----------------------------------------------------------------------------
Comment:          The SAI disclosure about each portfolio manager's
                  compensation, holdings, and material conflicts is incomplete
                  in the filing.  Complete it before filing an effective
                  registration statement.

Response:         We have completed the relevant disclosure and have included it
                  in the SAI that we will file in the Registrant's 485(a) filing
                  on or before February 28.

Comment 5:  Statement of Additional Information - Portfolio Manager Compensation
- --------------------------------------------------------------------------------
Comment:          If applicable, identify the benchmark indexes on which
                  portfolio manager compensation is based for each Fund's
                  portfolio manager(s).

Response:         If a portfolio manager's compensation is based on a particular
                  index, we will identify it in the SAI.


Christian Sandoe, Esq.
February 24, 2006
Page 4 of 5

Comment 6:  Statement of Additional Information - Portfolio Manager Compensation
- --------------------------------------------------------------------------------
Comment:          Enhance the disclosure concerning portfolio manager
                  compensation at Tukman Capital Management, Inc.

Response:         Form N-1A requires the Registrant to "[d]escribe the structure
                  of, and the method used to determine, the compensation of each
                  Portfolio Manager required to be identified in response to
                  Item 5(a)(2). For each type of compensation (e.g., salary,
                  bonus, deferred compensation, retirement plans and
                  arrangements), describe with specificity the criteria on which
                  that type of compensation is based, for example, whether
                  compensation is fixed, whether (and, if so, how) compensation
                  is based on Fund pre- or after-tax performance over a certain
                  time period, and whether (and, if so, how) compensation is
                  based on the value of assets held in the Fund's portfolio. For
                  example, if compensation is based solely or in part on
                  performance, identify any benchmark used to measure
                  performance and state the length of the period over which
                  performance is measured.

                  We believe that the compensation structure for Tukman's
                  portfolio managers is described as required by Item 15(b) of
                  Form N-1A. The disclosure states that portfolio managers
                  receive a base salary. In addition, they receive a bonus tied
                  to firm profitability. In the interest of clarity, the
                  disclosure adds that bonuses are not tied to any single Tukman
                  account. Finally, the disclosure states that the portfolio
                  managers participate in a retirement plan that is available to
                  all Tukman employees.

Comment 7:  Tandy Requirement
- -----------------------------
Comment:          The SEC is now requiring all registrants to provide at the end
                  of response letters to registration statement comments, the
                  following statements:
                  o The Fund is responsible for the adequacy and accuracy of the
                    disclosure in the filing.
                  o Staff comments or changes in response to staff comments in
                    the filings reviewed by the staff do not foreclose the
                    Commission from taking any action with respect to the
                    filing.

Response:         We will provide the foregoing acknowledgements.


Christian Sandoe, Esq.
February 24, 2006
Page 5 of 5

                                    * * * * *

                  As required by the SEC, the Fund acknowledges that:

                  o The Fund is responsible for the adequacy and accuracy of the
                    disclosure in the filing.
                  o Staff comments or changes in response to staff comments in
                    the filings reviewed by the staff do not foreclose the
                    Commission from taking any action with respect to the
                    filing.
                  o The Fund may not assert staff comments as a defense in any
                    proceeding initiated by the Commission or any person under
                    the federal securities laws of the United States.

Please contact me at (610) 503-2320 with any questions or comments. Thank you.

Sincerely,

/s/ Christopher A. Wightman

Christopher A. Wightman
Associate Counsel
The Vanguard Group, Inc.