In May, some Vermonters head south, but you don’t have to go too far south to get away. Nestled in the southwestern corner of the state, Bennington is bustling this month with a point-to-point marathon on May 21. On May 27, it’s also the site of a block party/crafts fair and on May 20 serves as a base camp for the largest pro/am bike race/tour in the country, the Tour of the Battenkill, just across the New York border.

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