Scenic Drives
Southern Vermont has scenic, foliage drives that will stay in your memories
2 listings
Brattleboro to Bennington, VT
Molly Stark Scenic Byway
Route 9Length: 48 miles
The byway is named after the popular wife of General John Stark, who led the Colonial militia to a victory at the Battle of Bennington on August 16, 1777. The Molly Stark Byway travels around and through Green Mountain National Forest and its towns and villages. Interesting, must-see towns on the byway are Brattleboro, Bennington, and Wilmington. The scenic byway passes historic districts, hiking trails, state parks, winter sports centers, and lakes. It is a compact taste of mountainous southern Vermont.
Pownal to Manchester, VT
The Shires of Vermont Byway
Route 7ATucked between the Taconic Mountains and Green Mountains, along Route 7A, the Shires of Vermont is a place of majestic mountain views, brilliant fall foliage, and wonderful towns, including the bookend towns of Bennington and Manchester. Historic Route 7A runs parallel to the Long Trail, a hiker’s path that follows the length of Vermont from Massachusetts to Canada; part of the Long Trail also is the Appalachian Trail. Each town of the Shires has its own ambiance. Pownal has organic farms against a backdrop of mountains. Bennington is a pretty place with interesting dining and shopping. Old Bennington is the home of the Bennington Battle Monument and it is filled with traditional New England architecture. Manchester, a four-season destination, is known today for golf, fishing, skiing, the arts, and shopping. Distance from Pownal to Manchester is 33 miles – an easy distance that allows for a lot of stopping and sightseeing along the way