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

                                    FORM 8-K

                                 CURRENT REPORT

                       PURSUANT TO SECTION 13 OR 15(D) OF
                       THE SECURITIES EXCHANGE ACT OF 1934

         Date of Report (Date of earliest event reported): July 21, 2008
                                                           -------------

                          BERKSHIRE HILLS BANCORP, INC.
                          -----------------------------
             (Exact Name of Registrant as Specified in its Charter)

    Delaware                          0-51584                   04-3510455
-----------------------------  ---------------------         ----------------
(State or Other Jurisdiction)  (Commission File No.)         (I.R.S. Employer
      of Incorporation)                                      Identification No.)


24 North Street, Pittsfield, Massachusetts                         01201
------------------------------------------                         -----
(Address of Principal Executive Offices)                         (Zip Code)

Registrant's telephone number, including area code:  (413) 443-5601
                                                     --------------

                                 Not Applicable
                                 --------------
          (Former Name or Former Address, if Changed Since Last Report)

Check the appropriate box below if the Form 8-K filing is intended to
simultaneously satisfy the filing obligation of the registrant under any of the
following provisions (see General Instruction A.2. below):

[  ]  Written communications pursuant to Rule 425 under the Securities Act
      (17 CFR 230.425)

[  ]  Soliciting material pursuant to Rule 14a-12 under the Exchange Act
      (17 CFR 240.14a-12)

[  ]  Pre-commencement communications pursuant to Rule 14d-2(b) under the
      Exchange Act (17 CFR 240.14d-2(b))

[  ]  Pre-commencement communications pursuant to Rule 13e-4(c) under the
      Exchange Act (17 CFR 240.13e-4(c))





Item 5.02.  Departure of Directors or Certain Officers;  Election of Directors;
            Appointment of Certain  Officers' Compensatory Arrangements of
            Certain Officers.
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(b)  On July 21,  2008,  Berkshire  Hills  Bancorp,  Inc.  (the  "Company")  and
     Berkshire Insurance Group, Inc. announced the resignation of Ross D. Gorman
     as President  and Chief  Executive  Officer of Berkshire  Insurance  Group,
     Inc., effective August 1, 2008. Berkshire Insurance Group, Inc. is a wholly
     owned subsidiary of the Company. In connection with Mr. Gorman's departure,
     Berkshire Insurance Group, Inc. has entered into a separation agreement and
     release with Mr.  Gorman,  which provides for a payment of $250,000 in four
     equal  installments  through  May 1, 2009 in  exchange  for his  consulting
     services during a transition  period, a release of claims against Berkshire
     Insurance Group,  Inc., a noncompetition  agreement through May 1, 2009 and
     an  agreement to refrain from  soliciting  certain  clients or employees of
     Berkshire Insurance Group, Inc. through May 1, 2012.

(c)  Also on July 21, 2008,  the Company and  Berkshire  Insurance  Group,  Inc.
     announced  that  John S.  Millet  has been  appointed  President  and Chief
     Executive Officer of Berkshire  Insurance Group, Inc.,  effective August 1,
     2008. Mr. Millet, a certified public  accountant,  is currently  serving as
     Chief Operating Officer of Berkshire  Insurance Group, Inc. Mr. Millet, age
     43, joined Berkshire Bank,  another wholly owned subsidiary of the Company,
     in May 2005,  overseeing  development  of  strategic  risk  management  and
     profitability  measurement  policies and systems. Mr. Millet also served as
     interim  Chief  Financial  Officer of the Company and  Berkshire  Bank from
     November  2006,  until  August  2007,  before  becoming  COO  of  Berkshire
     Insurance Group, Inc.


Item 9.01.  Financial Statements and Exhibits
            ---------------------------------

(a) Financial Statements of Businesses Acquired. Not applicable.
(b) Pro Forma Financial Information. Not applicable.
(c) Shell Company Transactions. Not applicable.
(d) Exhibits. Not applicable.







                                   SIGNATURES

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

                                              Berkshire Hills Bancorp, Inc.



DATE:  July 23, 2008                    By:   /s/ Kevin P. Riley
                                              ----------------------------------
                                              Kevin P. Riley,
                                              Executive Vice President and Chief
                                               Financial Officer