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                                                                    EXHIBIT 99.1





                                                           FOR IMMEDIATE RELEASE



            BERKSHIRE HILLS BANCORP, INC. ANNOUNCES STRATEGIC ACTIONS

        RELATED TO BERKSHIRE BANK'S SUB-PRIME INDIRECT AUTOMOBILE LOANS,

                REPOSSESSED AUTOMOBILES, AND INVESTMENT PORTFOLIO


    SALE OF SUB-PRIME INDIRECT AUTO LOANS TO CRESCENT BANK & TRUST COMPLETED

               REPOSSESSED VEHICLES BEING LIQUIDATED AT WHOLESALE

         RESTRUCTURE OF BERKSHIRE BANK'S INVESTMENT PORTFOLIO INITIATED

PITTSFIELD,  MA,  December  17,  2002  -  Berkshire  Hills  Bancorp,  Inc.  (the
"Company")  (AMEX:  BHL),  the holding  company for Berkshire Bank (the "Bank"),
today announced  three  significant  actions  related to its long-term  business
strategy:  the  sale  of  nearly  all of its  portfolio  of  sub-prime  indirect
automobile  loans to Crescent Bank & Trust;  a decision to sell its  repossessed
auto  inventory at  wholesale;  and a  significant  reduction in equities in the
Bank's investment portfolio.

Following through on the Company's  announcement of April 24, 2002 that the Bank
intended to exit the sub-prime  indirect auto loan  business,  the sale of $69.7
million of these loans,  representing  approximately 90% of that loan portfolio,
was completed  today.  The sale and related charges are expected to result in an
after-tax charge of approximately $7.3 million in the fourth quarter of 2002.

In a related  decision,  due in part to the national trend of oversupply of used
vehicles,  the Bank has begun to more  aggressively  liquidate  its inventory of
repossessed autos and has begun to sell such vehicles at wholesale.  Previously,
the  Bank's  practice  was to sell its  repossessed  cars  through a network  of
dealers. It is expected that the sale of its current inventory will result in an
after-tax charge of approximately $1.0 million in the fourth quarter of 2002.

The Company also announced today that after a thorough review,  it has begun the
process of  restructuring  its investment  portfolio.  As a result,  the Company
expects to sell a  significant  portion  of its  equities  this  month  which is
expected  to result in  after-tax  gains of  approximately  $9.5  million in the
fourth quarter of 2002.  Excluding  Federal Home Loan Bank and Savings Bank Life
Insurance  stock,  equities  will now comprise  less than 10% of its  investment
portfolio.

"Today's announcements  represent important developments in our overall business
strategy," said Michael P. Daly,  President and CEO.  "First,  we recognize that
sub-prime lending is a highly  specialized  business which does not fit into our
strategic plans. The




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current rate  environment  makes the loan sale at this time a difficult  choice,
but we believe it is the right decision for the long-term  profitability  of the
Company and our effort to create value for our  shareholders.  We intend to stay
active in the indirect auto loan business,  as we have done successfully for the
last 15 years, but will exit the sub-prime segment of that market.

"Second,  with the current  oversupply  of used cars and the  uncertain  pricing
environment,  we believe a wholesale liquidation of our repossessed inventory is
appropriate.

"Finally,  in  terms of our  investment  portfolio,  while  we had no  immediate
concerns,  we felt the Bank was  over-concentrated in equities.  Our plan, to be
carried  out  over  time,  will  result  in a more  conventional  allocation  of
investments  which is  designed  to reduce the risks  associated  with  volatile
markets and  strengthen our  asset-liability  management  commensurate  with our
other core competencies.

"In our  judgment,  it makes good business  sense to take these  measures now so
that we can  concentrate  on our  revised  business  strategies  and improve the
performance of the Company.  " Mr. Daly added,  "Our objective is to balance the
yields  realized on quality  earning assets with expense  control to provide for
more consistent earnings.

"We  believe  that  these  actions  announced  today  combined  with  previously
announced  management  changes  and a measured  approach  to quality  growth and
attention to costs, will accelerate our program to enhance long-term shareholder
value," Mr. Daly said.

Berkshire  Hills  Bancorp,  Inc. is the  holding  company  for  Berkshire  Bank.
Established in 1846, Berkshire Bank is one of Massachusetts'  oldest and largest
independent  banks  and is the  largest  banking  institution  based in  Western
Massachusetts.  The Bank is headquartered in Pittsfield,  Massachusetts  with 11
branch offices serving  communities  throughout  Berkshire  County.  The Bank is
committed  to  continuing  to  operate  as  an  independent   bank,   delivering
exceptional  customer service and a broad array of  competitively  priced retail
and commercial products to customers.

This press release may contain certain forward-looking statements with regard to
the  Company's  perspective  performance  and  strategies  within the meaning of
Section 27A of the  Securities  Act of 1933, as amended,  and Section 21E of the
Securities  Exchange  Act  of  1934,  as  amended.   The  Company  intends  such
forward-looking  statements  to be covered  by the safe  harbor  provisions  for
forward-looking statements contained in the Private Securities Litigation Reform
Act of 1995,  and is including  this  statement for purposes of said safe harbor
provisions.

Forward-looking statements, which are based on certain assumptions, and describe
future  plans,  strategies,  and  expectations  of the  Company,  are  generally
identified  by use of the words  "believe,"  "expect,"  "intend,"  "anticipate,"
"estimate,"  "project," or other similar  expressions.  The Company's ability to
predict results or the actual effects of its plans and strategies are inherently
uncertain.  Accordingly,  actual results may differ  materially from anticipated
results.  Factors that could have a material adverse effect on the operations of


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the Company and its subsidiaries  include,  but are not limited to, the price of
loans or other assets sold by the Bank in the future, changes in market interest
rates, general economic conditions,  legislation, and regulation; changes in the
monetary and fiscal policies of the U.S.  Government;  changes in the quality or
composition  of the loan and  investment  portfolios;  changes in deposit flows,
competition, and demand for financial services and loan, deposit, and investment
products in the Company's  local  markets;  changes in local real estate values;
changes in accounting  principles and guidelines;  war or terrorist  activities;
and other economic,  competitive,  governmental,  regulatory,  geopolitical, and
technological factors affecting the Company's operations, pricing, and services.

Specific factors that could cause future results to vary from current management
expectations are detailed from time to time in the Company's SEC filings.

Readers  are  cautioned  not to place undue  reliance  on these  forward-looking
statements,  which speak only as of the date of this release. Except as required
by applicable law or regulation,  the Company undertakes no obligation to update
these forward-looking  statements, to reflect events or circumstances that occur
after the date on which such statements were made.

MEDIA AND INVESTOR CONTACT:
MICHAEL P. DALY
413-236-3194


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