Old Bennington, VT
Travel Guide
Visit Old Bennington
The Four Chimneys Inn
21 West Road Bennington VT
The price is NT$8,027 per night from May 25 to May 26
NT$8,027
NT$8,749 total
May 25 - May 26
includes taxes & fees
Book a stay at this golf B&B in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (283 reviews)
Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area.
Reviewed on 2026/4/19
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
The price is NT$4,589 per night from May 20 to May 21
NT$4,589
NT$5,126 total
May 20 - May 21
includes taxes & fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,009 reviews)
Clean room...
Reviewed on 2026/5/12
The Williams Inn
101 Spring Street Williamstown MA
The price is NT$10,334 per night from May 18 to May 19
NT$10,334
NT$11,543 total
May 18 - May 19
includes taxes & fees
Book a stay at this business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (625 reviews)
Staff was very helpful. Rooms were great. Unbeatable location for Williamstown (especially if you’re in town for an athletic event at Williams). Really solid breakfast with friendly and attentive wait staff. Only minor complaint is that the WiFi is not great. Other than that it was a perfect ...
Reviewed on 2026/5/10
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Two Brooks Lodge
1054 Sawmill Rd Bennington VT
Stay at this vacation home in Bennington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Robert Frost Stone House Museum and Norman ...
4.8/10 (3 reviews)
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 2023/4/20
< 1 Mi to Historic District! Retreat in Bennington
Bennington VT
Book a stay at this business-friendly cottage in Bennington. Enjoy free parking and air conditioning. Popular attractions Hemmings Motor News Car Lover's Convenience ...
8/10 Very Good! (2 reviews)
Two things can improved: 1). The bathroom needs to be renovated. It has a dirty look. 2). The security alarm was beeping irritatingly all the first night. This prevented us from getting anywhere near a good night sleep. I did not find the owner very responsive. He said someone would be there by 4 ...
Reviewed on 2025/10/21
Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd Stratton VT
Book a stay at this ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ...
8.6/10 Excellent! (83 reviews)
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 2026/1/31
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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.
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.
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.
Bennington Center for the Arts
Enjoy an outing to Bennington Center for the Arts during your stay in Bennington. Experience the area's art scene and museums.
Southern Vermont College
Explore the campus of Southern Vermont College, during your travels in Bennington. While you're here, you can savor the charming coffeehouses.
- Bennington Battle Monument
- Bennington Museum
- Massachusetts Museum of Contemporary Art
- The Clark Art Institute
- Mount Snow Golf Course
- Williamstown Theatre Festival
- Grafton Lakes State Park
- Bennington College
- Sugar Shack
- Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
- Windsor Lake Park
- Bennington Battlefield Historic Site
- Brodie Mountain
