Things to do

Contemporary art museum in downtown Brattleboro with rotating exhibitions,

public programs, and family-friendly cultural events.

A must-visit spot offering stunning views and memorable experiences. Perfect for a relaxing afternoon or a full day of exploration.

A popular live music and events venue in a converted stone church on Main

Street; great for guests looking for nightlife and local music.

Concerts, workshops, and jazz education at Cotton Mill Hill; a strong stop for

music-loving guests.

A unique Brattleboro attraction offering circus performances, workshops, and

classes for a wide range of ages and skill levels.

A niche local-history stop dedicated to the Estey Organ Company and

Brattleboro's musical manufacturing history. Open seasonally.

A conserved farm and trail area near downtown with forests, fields,

waterways, a farmstead, events, and a market.

A free public trail network with walking paths, wooded scenery, Ice Pond,

Stone Tower, and access near Harris Hill Ski Jump.

A wooded Vermont state park with hiking, camping, historic interest, and

easy access from Brattleboro.

A classic Vermont photo stop and Brattleboro's last remaining 19th-century

covered bridge.

A local landmark known for its winter ski-jump event and scenic setting near

the Retreat Trails area.

Independent shops, cafes, bookstores, galleries, restaurants, and an artsy

walkable downtown along the Connecticut River.

Seasonal Saturday market featuring local produce, prepared foods,

handmade crafts, and regional vendors.

A monthly downtown arts event with galleries, shops, restaurants, and local

businesses participating.

A creative local hub with arts, music, makers, and special events; also home

to the Vermont Jazz Center.

A great option for families who want animals, open space, trails, seasonal

events, and a relaxed Vermont setting.

Good for families looking for a cultural stop that is close to downtown.

Memorable for kids, teens, and adults interested in performances or

hands-on circus programs.

Quick, easy, and photo-friendly for guests who want a classic Vermont stop

without a long drive.

Best for guests who want a low-key outdoor outing with hiking and wooded

scenery.