Brattleboro is a town in Windham County, Vermont, located in the southeast corner of the state, along the state line with New Hampshire. It is situated along the Connecticut River, at the mouth of the West River.

Brattleboro, being the first major town over the Vermont border on Interstate 91, offers a mix of a rural atmosphere and urban amenities such as a large number of hotels. Brattleboro is a host to a number of art galleries and stores.

In 2007, Brattleboro passed the Fairtrade town resolution, clearing the way to become the second Fairtrade certified town in the nation, joining Media, Pennsylvania.

Brattleboro has a thriving arts community. The town is listed in John Villani's book The 100 Best Small Art Towns in America, in which it ranks number nine among towns with a population of 30,000 or under.