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Review Highlights
Very Scenic.

I drive on this trail every Tuesday in a Semi truck. I I am going from Wolfeboro, NH to Elmira, NY... read more

Reviewed 1 November 2017
Gregory C
Elmira, New York
The Great Drive Through The Mountains

An interesting drive through the mountains of Southern Vermont. Unfortunately the foliage was about... read more

Reviewed 31 October 2017
Read all 35 reviews
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A 40-mile scenic drive between Bennington and Brattleboro.
  • Excellent67%
  • Very good28%
  • Average5%
  • Poor0%
  • Terrible0%
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Bennington, VT
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1 - 10 of 33 reviews

Reviewed 1 November 2017

I drive on this trail every Tuesday in a Semi truck. I I am going from Wolfeboro, NH to Elmira, NY. I thought it was an interesting and beautiful road with many historical places and towns. I start in Brattleboro, Vt and drive to Bennington,...More

1  Thank Gregory C
Reviewed 31 October 2017

An interesting drive through the mountains of Southern Vermont. Unfortunately the foliage was about two weeks behind schedule, the ride was through a series of ponds and lakes, and mountains and straightaway. We did enjoy the outlook which was at a pretty high altitude and...More

Thank dave2840
Reviewed 16 October 2017

I read this part of the highway was an extraordinary ride through the Green Mountains but....... this early October trip was, to say the least, outstanding. Others extol it at different times but in the prime color time, unsurpassed. We took a loop side road...More

Thank johndkohler1
Reviewed 28 September 2017

Nice scenic drive along the southern route to or from the Brattleboro area. There is a scenic view with a shop midway through the ride which is worth the stop. The shop has everything from maple syrup and cheese to the local spirit libations. There...More

1  Thank Rhodehouse1003
Reviewed 19 July 2017

Found the Molly Stark Trail by complete chance when looking for something to do for a day drive. Trail has many places to stop and take in the scenery and sights! Hogback Mountain was very pretty!

1  Thank CMC_2012
Reviewed 17 November 2016

Took this route from Bennington VT... About 1-1/2 hours to Brattleboro. Nice scenery and small towns along the way. It was raining that day so we didn't get much of a chance to get outside...still very nice ride.

1  Thank Jan D
Reviewed 23 October 2016

We found this route one year when we were traveling home from New Hampshire. We enjoy driving through for the scenary and fall foliage. There are places to pull over for viewing as well as some covered bridges and antiques and gift shops with vermont...More

1  Thank Deb D
Reviewed 15 October 2016

Scenic and Historical. Be sure to stop in Wilmington to see statue of Molly Stark - quite interesting. And stop at Hogback Mountain for great views as well as pick up some Vermont Distillery "specials!"

1  Thank erwretired
Reviewed 27 August 2016

This is a very pretty route with mountains and rivers on each side. If you stop at Hogback Mountain, you get incredible views.

5  Thank mouseHerts
Reviewed 4 June 2016

A nice, scenic drive that i used to take to get to Route 100. I still don't understand why they call it the "Molly Stark Trail." Molly didn't do anything but keep the home fires burning while husband John was off fighting at Bunker Hill...More

1  Thank Howland_Owl
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Nearby Attractions
Molly Stark State Park
25 reviews
.21 km away
The Art of Humor Gallery
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Hogback Mountain Gift Shop
61 reviews
.42 km away
Southern Vermont Natural History Museum
29 reviews
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Questions & Answers
7 October 2015|
Response from Howland_Owl |
Gift shop? It is a road.