Brattleboro's Main Street is one of the more lively downtown strips in rural New England — independent bookshops, natural food stores, used record shops, ethnic restaurants, and art galleries occupy buildings that would be empty in most comparable small American cities. The town's progressive reputation and relatively low rents have attracted artists and independent business owners for decades.
The Saturday farmers' market, held on the grounds behind the Museum, draws the largest crowds in the region during the growing season from May to November. The monthly Gallery Walk on the first Friday evening of each month opens studios and galleries across the downtown. The town also has a strong live music scene anchored by the Vermont Jazz Center and various venues along Main Street.