Brattleboro is a town in Southern Vermont, well known for its local urban art scene, historic covered bridges, and quaint downtown area on the banks of the Connecticut River.Brattleboro, Vermont, is a hot spot for travelers in all four seasons, and it’s understandable why. Spring and summer mean perfect weather, complete with hiking and biking trails, and a crisp fall offers apple cider, maple syrup, and craft beer as you watch the leaves change.