Book Hotels in Old Bennington, VT

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Top Old Bennington hotels

The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
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

Opens in a new windowThe Four Chimneys Inn
The Williams Inn

The Williams Inn

4 out of 5
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

Opens in a new windowThe Williams Inn
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

3.5 out of 5
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

Opens in a new windowThe Porches Inn at Mass MoCA
Knotty Pine

Knotty Pine

2.5 out of 5
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

Opens in a new windowKnotty Pine
The White House Inn

The White House Inn

3.5 out of 5
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

Opens in a new windowThe White House Inn
Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

2.5 out of 5
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

Opens in a new windowFairfield Inn & Suites by Marriott Williamstown
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
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

Opens in a new windowHotel Downstreet, an Ascend Collection Hotel
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
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

Opens in a new windowMount Snow Grand Summit Resort
Mountaineer Inn

Mountaineer Inn

2 out of 5
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

Opens in a new windowMountaineer Inn
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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.

Frequently asked questions

What are the top kid-friendly hotels in Old Bennington?
Take some of the hassles out of traveling with young ones by booking a family-friendly Old Bennington hotel. From entertaining amenities to more services, these properties feature perks that'll make your getaway plain sailing: You'll be well looked after at The Four Chimneys Inn. It comes with complimentary breakfast, a picnic area and a commitment to making families feel welcome. Also check out the deals at Paradise Inn. It offers a swimming pool, a tennis court and lots of opportunities for precious family time.
Where can I find cheap hotels in Old Bennington?
At Travelocity you'll find really nice hotels in Old Bennington at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Old Bennington rather than in Old Bennington. We may find you even better rates, too.
How do I find the best Old Bennington hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Old Bennington then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Old Bennington?
The cheapest hotel in Old Bennington is $120. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Old Bennington?
There are 985 hotels in Old Bennington on Travelocity.
What are the best hotels in Old Bennington?
Old Bennington has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Old Bennington for you!
When is the best time to visit Old Bennington?
If you want the joy of a fun-filled trip in peak season, visit Old Bennington during January, April and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as August, October and November.
When is the cheapest time to stay in Old Bennington?
Based on historic data is usually the cheapest month to visit Old Bennington. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Old Bennington?
There are multiple hotels in Old Bennington that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Old Bennington. We have plenty of kid-friendly hotels in Old Bennington to choose from on Travelocity!
Why book a hotel in Old Bennington through Travelocity?
Because we have the top hotels in Old Bennington! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Old Bennington on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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