Take in the many scenes of Southern Vermont on this short road trip. From Covered Bridges to vast Mountain views this drive has it all.

The Molly Stark Byway is a 48-mile trip crossing Southern Vermont From Bennington to Brattleboro. Coming From New York you can started in Bennington. There are many sights along the way.

The first stop made was at the Bennington Battle Monument. This is Vermont's Most Popular State Historic Site. The Monument is Open Daily mid-April through October 31. 9:00 a.m. to 5:00 p.m.

Next also in Bennignton you can visit the five covered bridges in the area. These bridges are Silk Road Covered Bridge, Paper Mill Village Bridge, Henry Bridge, Chiselville Bridge & West Arlington Bridge. Many picture opportunities and you can drive over each one.

Next in Woodford you can stop at the Green Mountain National Forest where the Appalachian Trail & Vermont's Long Trail cross the road. Take a short walk to the William D. MacArthur Memorial Bridge over City Stream.

Continuing on you can make a stop in the Downtown Wilmington Historic District.

Next and my favorite spot was in Marlboro to check out the Hogback Scenic Overlook/Giftshop. Also known for its 100 mile view On a clear day you can see the Presidential Range and Mt. Monadnock in New Hampshire, as well as Wachusett Mountain in Massachusetts. The gift shop is worth the visit as well, lots of nice items and treats

Next stop if you enjoy covered bridges there is one more. Creamery Covered Bridge is located in Brattleboro, this one you cannot drive over.

Pack List

  • Camera
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Activities Chillin, Photography
Skill Level Beginner
Season Year Round
Features
Scenic

Please respect the places you find on The Outbound Collective.

Always practice Leave No Trace ethics on your adventures. Be aware of local regulations and don't damage these amazing places for the sake of a photograph. Learn More

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