Book Hotels in Old Bennington, VT
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Top Old Bennington hotels

The Four Chimneys Inn
21 West Road Bennington VT
$249 nightly
The price is $271 total per night from Dec 3 to Dec 4
$271 total
Dec 3 - Dec 4
Total with taxes and fees
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi ...
This is a beautiful, historic property and pretty consistent with the photos on the website. The room I had was just as pretty with some antique furnishings, but of course in person you notice that it is an old building. The room was a great size, and I loved the hardwood floors. The bathroom was ...
Reviewed on Sep 2, 2025

The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $208 total per night from Nov 23 to Nov 24
$208 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference ...
Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!
Reviewed on Nov 14, 2025

The Porches Inn at Mass MoCA
231 River Street North Adams MA
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $202 total per night from Dec 18 to Dec 19
$202 total
Dec 18 - Dec 19
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the ...
Loved it all. Great place. Highly recommend. Thank you.
Reviewed on Nov 18, 2025

Knotty Pine
130 Northside Dr Bennington VT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $120 total per night from Nov 20 to Nov 21
$120 total
Nov 20 - Nov 21
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like on-the-go breakfast and ...
We stayed in room 19. It was very clean and worth the money.
Reviewed on Nov 18, 2025

The White House Inn
178 Route 9 East Wilmington VT
$189 nightly
The price is $208 total per night from Nov 20 to Nov 21
$208 total
Nov 20 - Nov 21
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace and a ...
The room was beautiful and the historic charm was wonderful
Reviewed on Nov 11, 2025

Fairfield Inn & Suites by Marriott Williamstown
430 Main St Williamstown MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $160 total per night from Dec 7 to Dec 8
$160 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot ...
Staff was very helpful. Breakfast was lackluster
Reviewed on Oct 18, 2025

Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$123 nightly
The price is $137 total per night from Dec 18 to Dec 19
$137 total
Dec 18 - Dec 19
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express ...
Very clean and inviting Hotel located in downtown area. Very walkable area. Parking was free. Front desk very friendly and helpful. Would stay again.
Reviewed on Nov 3, 2025

Mount Snow Grand Summit Resort
89 Grand Summit Way West Dover VT
$273 nightly
The price is $300 total per night from Nov 20 to Nov 21
$300 total
Nov 20 - Nov 21
Total with taxes and fees
Ski-in/ski-out access, a full-service spa, and 2 hot tubs are all featured at this smoke-free resort. Enjoy a meal from the restaurant and freebies like WiFi ...
Amazing 2 big hot tubes and warm swim pool on the open air !!! A lot of restaurants around and Beautiful nature! But chairlifts was closed- so check availability
Reviewed on Oct 18, 2025

Mountaineer Inn
270 Handle Rd West Dover VT
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $126 total per night from Nov 23 to Nov 24
$126 total
Nov 23 - Nov 24
Total with taxes and fees
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and express check-in are ...
Clean, quiet and safe. The only issue was finding parking spot in the premises at late night.
Reviewed on Oct 13, 2025
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.
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Recent Old Bennington hotel reviews by fellow wanderers

Knotty Pine
5 out of 5
Posted 23 hours ago
Travelocity Verified Review
"We stayed in room 19. It was very clean and worth the money. "
A verified traveler stayed at Knotty Pine
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