Old Bennington, VT
Travel Guide





Visit Old Bennington

The Four Chimneys Inn

Hotel Downstreet, an Ascend Collection Hotel
Loud refrigerator overall 2.5 stars in terms of condition of the hotel Staff is friendly
Reviewed on Apr 5, 2026

The Williams Inn
solid 4 stars, clean and comfy rooms
Reviewed on Apr 5, 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
Missing a few basic items which have always been included in the past. Tissues, napkins, and sugar. Also the fireplace was not cleaned and the doors very dirty.
Reviewed on Mar 11, 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.
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 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.
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.
Prospect Mountain Nordic Ski Center
Hit the slopes in Woodford with a visit to Prospect Mountain Nordic Ski Center. Discover the area's mountain views and coffeehouses.

