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
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Gorgeous views even in March, ample heating/cooling, wonderful host experience, would just recommend bringing paper plates/utensils as we found ourselves running the dishwasher often.
Reviewed on Mar 19, 2026
Peaceful Stay at Birds of a Feather Farm & Spa
Great place
Reviewed on Feb 27, 2026
Seasons On Mount Snow - Ski-in/Ski-out
Good location. Nice 2 Bedroom space
Reviewed on Apr 9, 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.
Woodford State Park
You can take time to visit Woodford State Park during your travels to Woodford.
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.
Things to do
