Brattleboro is an historic small city right on the Vermont-New Hampshire border in the Connecticut River Valley in the northeast. Home to Rudyard Kipling for a time and surrounded by lush mountains, Brattleboro serves as a gateway to Vermont and is a popular year-round destination for tourists - particularly summer canoeists.

Brattleboro dates back to 1724 with the founding of Fort Drummer and is loaded with galleries, museums and shops. The vibrant downtown area is nice and compact with pretty architecture and is ideal for strolling. In addition, the town’s combination of 19th century charm, 1960s funkiness and hillside setting give Brattleboro a great look and feel.

Those into the arts might like to take a look at the Brattleboro Museum and Arts Center, the Brattleboro Music Center, and the River Valley Performing Arts Center, while Vermont State Park is ideal for the outdoors type.

Highlights

Fort Dummer: located just outside Brattleboro Vermont, the fort was the first settlement and is a popular attraction today.

Brattleboro Museum & Art Center: can be found downtown, is open most of the year and is great for kids, with its fun and interesting exhibits.

Tom and Sally’s Handmade Chocolates: on Route 30 just outside town features delicious handmade confections.

Sam’s Outdoor Outfitters: this Main Street store is one of Brattleboro’s favorites for the adventurous, loaded as it is with camping and fishing gear.