Old Bennington
Travel Guide





Visit Old Bennington

The Four Chimneys Inn

Hotel Downstreet, an Ascend Collection Hotel
Nice staff comfy bed nice views
Reviewed on Apr 8, 2026

The Williams Inn
best hotel in the area
Reviewed on Apr 8, 2026

Two Brooks Lodge
Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in ...
Reviewed on Apr 20, 2023

Long Trail House at Stratton Mountain Resort
Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained
Reviewed on Jan 31, 2026
Popular places to visit

Bennington Battle Monument
Learn about the local history of Old Bennington when you spend time at Bennington Battle Monument. In the area, take in the art scene and mountain views.
Bennington Museum
You can spend an afternoon studying the exhibits at Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and coffeehouses.
Prospect Mountain Cross-Country Ski Center
Hit the slopes in Woodford with a visit to Prospect Mountain Cross-Country Ski Center. In the area, take in the festivals and mountain views.
Bennington Potters Yard
You can do some window-shopping at Bennington Potters Yard during your stay in Bennington. Discover the coffeehouses and its art scene while you're in the area.
Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
You can spend an afternoon browsing the exhibits at Hemmings Motor News Car Lover's Convenience Store & Vehicle Display in Bennington. While you're here, you can savor the charming coffeehouses.
Woodford State Park
You can take time to visit Woodford State Park during your travels to Woodford.
Things to do

Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway

