Old Bennington Travel Guide
Tourist Guide
Visit Old Bennington
The Four Chimneys Inn
This is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again.
Reviewed on 12 Jan 2026
The Williams Inn
nice aesthetics
Reviewed on 24 Feb 2026
Hotel Downstreet, an Ascend Collection Hotel
Room was clean and the bed comfortable. Staff is always friendly and helpful. Is convenient for our business there.
Reviewed on 28 Feb 2026
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
The local Vacasa team is very responsive.The accommodations are ok but the location can't be beat.There is an endless supply of firewood to have a fire, which was really nice. The ski locker outside makes it easy to get on and off the slopes.To get to the slopes, you walk out the front door to the ...
Reviewed on 13 Feb 2026
Seasons On Mount Snow - Ski-in/Ski-out
Yes. very responsive. Place was great
Reviewed on 3 Feb 2026
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
Home was clean, plenty of room. Check in information was vague. Would have liked to have more information about the pool. We ended up going and not bringing towels since details about the amenities were sparse.
Reviewed on 1 Feb 2026
Popular places to visit
Bennington Battle Monument
Learn about the local history of Old Bennington with a stop at Bennington Battle Monument. In the area, take in the art scene and mountain views.
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 cafes.
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.
Woodford State Park
You can take time to visit Woodford State Park during your travels to Woodford.
Old First Congregational Church
Find out about the history of Old Bennington when you spend time at Old First Congregational Church. In the area, take in the art scene and mountain views.
Bennington Museum
You can spend an afternoon exploring the galleries in Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and cafes.
Activities
