Book Hotels in Old Bennington, VT

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Top Old Bennington hotels

The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
$269 nightly
The price is $301 total per night from May 6 to May 7
$301 total
May 6 - May 7
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 ...
What a lovely property. Throughly enjoyed our stay.

Reviewed on Apr 23, 2026

Opens in a new windowThe Williams Inn
The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
21 West Road Bennington VT
$217 nightly
The price is $236 total per night from May 11 to May 12
$236 total
May 11 - May 12
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 ...
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 Apr 19, 2026

Opens in a new windowThe Four Chimneys Inn
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

3.5 out of 5
231 River Street North Adams MA
$219 nightly
The price is $245 total per night from May 10 to May 11
$245 total
May 10 - May 11
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 ...
Clean spaces. Well done renovations compliment charming older features. Breakfast had variety and freshness each morning. Generous tea and coffee availability. Outdoor heated pool--we missed out on due to shorter stay, but others enjoyed. Would plan some time there and in the sauna on next visit. ...

Reviewed on Apr 27, 2026

Opens in a new windowThe Porches Inn at Mass MoCA
Brittany Motel

Brittany Motel

2 out of 5
1056 Main Street/Historic Route 7A Manchester Center VT
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $83 total per night from May 7 to May 8
$83 total
May 7 - May 8
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a snack bar/deli, and a library are also on offer.
My boyfriend and I had an amazing time visiting. Thank you for hosting us, we definitely plan on coming back!

Reviewed on May 5, 2026

Opens in a new windowBrittany Motel
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
$144 nightly
The price is $160 total per night from May 27 to May 28
$160 total
May 27 - May 28
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 ...
Clean room, helpful staff, great mountain view!

Reviewed on Apr 30, 2026

Opens in a new windowHotel Downstreet, an Ascend Collection Hotel
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

2 out of 5
270 Handle Rd West Dover VT
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $128 total per night from May 6 to May 7
$128 total
May 6 - May 7
Total with taxes and fees
This hotel features a seasonal outdoor pool and a hot tub. Enjoy the free ski shuttle and onsite ski storage. Enjoy the sauna and perks like free self parking ...
Off season.

Reviewed on May 1, 2026

Opens in a new windowHideaway Inn Mt. Snow
Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

3 out of 5
430 Main St Williamstown MA
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $185 total per night from May 25 to May 26
$185 total
May 25 - May 26
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 ...
Breakfast was low quality and gew options

Reviewed on Apr 11, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Williamstown
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $157 total per night from May 6 to May 7
$157 total
May 6 - May 7
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 ...
Rooms were very clean, great coffee in the room. The resort(the actual area in general )is in “mud month”. Very few restaurants and stores were open. Not the fault of the resort. Refrigerator needed to be requested. The views were spectacular and the lobby was beautiful

Reviewed on May 2, 2026

Opens in a new windowGrand Summit Resort, A Vail Resorts Property
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $129 total per night from May 11 to May 12
$129 total
May 11 - May 12
Total with taxes and fees
This hotel features a gym and an outdoor tennis court. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool ...
The staff was friendly and helpful. You could tell the rooms had been updated. Things were clean, the bed was comfy, and breakfast was simple but good. The pool wasn't open yet, so I can't speak on that. Overall we had a pleasant stay.

Reviewed on Apr 28, 2026

Opens in a new windowHotel Vervana, Trademark Collection by Wyndham
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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 $83. 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 1,007 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.

Recent Old Bennington hotel reviews by fellow wanderers

Brittany Motel

Brittany Motel

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"My boyfriend and I had an amazing time visiting. Thank you for hosting us, we definitely plan on coming back!"
A verified traveler stayed at Brittany Motel
Brittany Motel

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