Old Bennington, VT
Travel Guide
Visit Old Bennington
The Four Chimneys Inn
21 West Road, Bennington, VT
The price is $269 per night from Jun 16 to Jun 17
$269
$293 total
includes taxes & fees
Jun 16 - Jun 17
Stay at this 4-star golf B&B in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions ...
9.6/10 Exceptional! (199 reviews)
"We quite liked this hotel as it was charming and well thought out in many ways. We especially loved the dinner we had the first night. Our room had a fireplace and we loved that feature because it was a bit chillier than we expected. The only thing we would have wished for was a mini fridge in the ..."
Reviewed on Apr 23, 2024
Hotel Downstreet
40 Main St, North Adams, MA
The price is $134 per night from Jun 24 to Jun 25
$134
$150 total
includes taxes & fees
Jun 24 - Jun 25
Stay at this hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our ...
8.4/10 Very Good! (929 reviews)
"I really liked everything about it"
Reviewed on Jun 10, 2024
Mountaineer Inn
270 Handle Rd, West Dover, VT
The price is $123 per night from Jun 16 to Jun 17
$123
$149 total
includes taxes & fees
Jun 16 - Jun 17
Stay at this motel in West Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (291 reviews)
"Loved that this is a legit old ski lodge and still has the feel while having modernized what needed to be. Loved it here."
Reviewed on May 7, 2024
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.
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
Wilmington
Stay at this chalet in Wilmington. Enjoy a fitness center, a garden, and patios. Popular attractions Mount Snow and North Branch Deerfield River are located ...
9.4/10 Exceptional! (29 reviews)
Adorable
"We loved our stay at the chalet. It's perfectly situated in the cutest little neighborhood, while also feeling very secluded. The chalet had everything we needed for our stay. While visiting we walked a few of the trails nearby, part of the Valley Trail and the Hoot, Toot and Whistle. They were both ..."
Reviewed on Nov 11, 2023
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Whitingham
Stay at this vacation home in Whitingham. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Harriman Reservoir and The Ledge are located ...
10/10 Exceptional! (28 reviews)
Great spot!
"This is a great spot for a getaway! The space was spotless. There was a lot of privacy. The location was close to everything we needed. The space is cozy and super fun with the hot tub and fore pit! We we are able to enjoy the included breakfast, which was great before skiing!"
Reviewed on Feb 22, 2024
Spacious apartment in beautiful, historic Arlington VT
Arlington
Stay at this apartment in Arlington. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Norman Rockwell Exhibition ...
9.8/10 Exceptional! (30 reviews)
"Apartment was immaculately clean. Beds all comfortable and rooms very spacious. Host Late was A with communication. We were very lick to find this wonderful place."
Reviewed on Jun 9, 2024
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
4.5/5(71 reviews)
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.
Old First Congregational Church
5/5(4 reviews)
Find out about the history of Old Bennington with a stop at Old First Congregational Church. In the area, take in the art scene and mountain views.
Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
4.5/5(2 reviews)
You can enjoy some culture when you stop by Hemmings Motor News Car Lover's Convenience Store & Vehicle Display in Bennington. While you're here, you can savor the charming coffeehouses.
Bennington Center for the Arts
5/5(3 reviews)
You can enjoy some culture when you stop by Bennington Center for the Arts in Bennington. Experience the area's art scene and museums.
Bennington Potters Yard
5/5(6 reviews)
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.
Prospect Mountain Cross-Country Ski Center
4.5/5(11 reviews)
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 Battle Monument
- Bennington Museum
- Old First Congregational Church
- Mount Snow
- Williams College
- Massachusetts Museum of Contemporary Art
- Mount Greylock
- The Clark Art Institute
- Mount Snow Golf Course
- Mount Equinox
- Battenkill River
- Bennington College
- Grafton Lakes State Park
- Savoy Mountain State Forest
- Williamstown Theatre Festival
- Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
- Sterling and Francine Clark Art Institute
- Taconic Golf Club
- The Hermitage Golf Club
- Windsor Lake Park
- Campers Beach
- Lake Shaftsbury State Park
- Bennington Center for the Arts
- Williams College Museum of Art
- Sugar Shack
- Brodie Mountain
- Prospect Mountain Cross-Country Ski Center
- Natural Bridge State Park
- Waubeeka Golf Links