Downtown Brattleboro embodies what Vermont represents: progressive values, a buy local mindset, and an unwavering commitment to the community. The heart of downtown Brattleboro is Main Street, a busy but cozy, walkable section of Route 5 lined with small cafes, a beloved food co-op, a historic movie theatre, art galleries, and independently owned shops. Some Brattleboro Main Street businesses—including the Latchis Theatre and Sam’s Outdoor Outfitters—have been around since the 1930s. Like most communities, downtown Brattleboro experienced ups and downs over the past several decades. Structure fires, empty storefronts, and economic downturns created challenges. But a statewide downtown program and…

Culture and Lifestyle
Brattleboro Winter Farmers’ Market 2025–2026 Season
The Brattleboro Winter Farmers’ Market returns for its 20th season starting Saturday, November 1st, 2025, at the Winston Prouty Campus....
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