The largest town in South County became, in 1781, the first place in the United States to free a slave under due process of law and was also the birthplace, in 1868, of W. E. B. DuBois, the civil rights leader, author, and educator. The many ex–New Yorkers who live in Great Barrington expect great food and service, and the restaurants here accordingly deliver complex, delicious fare. The town is also a favorite of antiques hunters, as are the nearby villages of South Egremont and Sheffield. On U.S. 7 alone, dozens of antiques shops await your discerning eye.

- Photo: spirit of america / Shutterstock
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