The Top 7 Attractions around Old Bennington
There are plenty of places to see and visit around Old Bennington. Whether you love hiking or cycling, Old Bennington is a region where 7
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
Last updated: November 2, 2025
Carriage Road (Grove Road)
Highlight (Segment) • Trail
The Carriage Road is how most begin (and often end as well) their hike in the scenic, pastoral Mile-Around-Woods area. This bucolic segment of trail is west of the Park-McCullough …
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Silk Covered Bridge
Highlight • Bridge
The Silk Covered Bridge, part of Silk Road, spans the Walloomsac River connecting Bennington and North Bennington, Vermont. Constructed in 1840, this Town lattice truss bridge is one of three …
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Harmon Hill
Highlight • Summit
The top of Harmon Hill is covered by huge green ferns and dotted with trees, which stands in stark contrast to the rest of the area which is densely forested. …
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Wooden Footbridge
Highlight • Bridge
Right next to VT-9 on the Long/ Appalachian Trail is a small stream with wooden foot bridge. This is a nice place to fill water bottles and snap a few …
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Stone Stairs and Switchbacks
Highlight (Segment) • Trail
Right from the parking area the Harmon Hill Trail takes you up steep, root and moss-covered, stone stairs that wind through the thick forest. Fortunately (depending on your outlook, of …
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