Welcome to Brattleboro

Whetstone Brook runs through the south end of town, where a wooden stockade dubbed Fort Dummer was built in 1724, becoming the first European settlement in Vermont (theretofore largely a wilderness populated exclusively by the native Abenaki people).

At Brattleboro's old Town Hall, celebrated thinkers and entertainers, including Oliver Wendell Holmes, Horace Greeley and Mark Twain, held forth on civic and political matters. Rudyard Kipling married a Brattleboro woman in 1892, and while living here he wrote The Jungle Book.

Top experiences in Brattleboro

Amazing hotels and hostels

We've pre-picked the best hotels, hostels and bed and breakfasts to make your stay as enjoyable as possible.