0000950135-09-003970 Sample Contracts

BERKSHIRE HILLS BANCORP, INC. (a Delaware corporation) 1,400,000 Shares of Common Stock ($0.01 Par Value Per Share) UNDERWRITING AGREEMENT May 12, 2009
Underwriting Agreement • May 14th, 2009 • Berkshire Hills Bancorp Inc • Savings institutions, not federally chartered • New York

Berkshire Hills Bancorp, Inc., a Delaware corporation (the “Company”), confirms its agreement with Sandler O’Neill & Partners, L.P. (“Sandler O’Neill” or an “Underwriter”) and each of the other underwriters named in Schedule A hereto (collectively, the “Underwriters,” which term shall also include any underwriter substituted as hereinafter provided in Section 10 hereof), for whom Sandler O’Neill is acting as representative (in such capacity, the “Representative”) with respect to (i) the sale by the Company, and the purchase by the Underwriters, acting severally and not jointly, of the number of shares of Common Stock, $0.01 par value per share, of the Company (“Common Stock”) set forth in Schedule A hereto and (ii) the grant by the Company to the Underwriters, acting severally and not jointly, of the option described in Section 2(b) hereof to purchase all or any part of 210,000 additional shares of Common Stock to cover over-allotments, if any. The aforesaid 1,400,000 shares of Common

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