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Brattleboro is a small town with big energy. Resting on the edge of the Green Mountain State by the New Hampshire border, this quirky community will astound with its aerial circus acts, a year-round art walk and outdoor opportunities.

Downtown delights

Main Street is always buzzing with activity. The Brattleboro Area Farmers’ Market runs every Wednesday and Saturday and features more than 50 vendors selling everything from fresh produce to handmade crafts. An eclectic mix of independent shops also lines the street. Check out Brattleboro Books for out-of-print books, Twice Upon a Time to find 18th-century antiques and Renaissance Fine Jewelry if you’re searching for a sparkling souvenir. The Brattleboro History Center is just up the street and tells the story of the town’s past with paintings, vintage toys and other artifacts.

A bunch of flowers next to a red storage

Maria Michelle

Adventures on the river

Outdoor recreation is right at your doorstep thanks to the West River and Connecticut River converging in downtown Brattleboro. Canoeing, kayaking and tubing are all popular pursuits. Fishing is good here too as the waterways support bass, pike, perch, walleye and bluegill. The West River along Route 30 is a scenic fly-fishing spot and the South Pond off Ames Hill Road offers trout in the spring.

Retreat Trails and farm

Boasting five trailheads and spanning over nine miles, the Retreat Trails are a network of paths that weave through forest and agricultural land near the Massachusetts border. Easy trails cater to families while challenging single tracks reward hikers with aerial views of the surrounding countryside. The Retreat Farm is home to one of the trailheads and worth a visit for its authentic glimpse into rural Vermont life. The historic farm turned nonprofit organization provides hands-on farm experiences like feeding sheep and handling chicks.

The Red Covered Bridge with large rocks in front of it

Elaine Stottlar

Artsy atmosphere

Brattleboro can compete with any big city when it comes to art and entertainment. Watch acrobats soar through the air at the New England Center for Circus Arts or catch an indie flick at the art deco Latchis Theater. You can also view contemporary works by Andy Warhol and Wolf Kahn at the Brattleboro Museum and Arts Center. In town on the first Friday of the month? Don’t miss the Gallery Walk, a festive stroll to over 30 art galleries and exhibit venues.

For More Information

Brattleboro Chamber



Vermont Department of Tourism