Press About The Berkshires

Six of the Prettiest New England Towns for Leaf Peeping

With its independent bookstores, good-vibes cafe, and two craft brewers, downtown Bennington has all the trappings of a modern college town. A few minutes west on Main Street, past the old-timey Sunoco station run by Hemmings Motor News, the village of Old Bennington is pure Americana, right down to the big white church and Revolutionary War monument. In early fall, this 1761 town nestled between the Taconic and Green mountains might be the prettiest landscape in Vermont. Read more about these pretty towns we call home >>