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
$177 nightly
The price is $198 total per night from Mar 16 to Mar 17
$198 total
Mar 16 - Mar 17
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 ...
Amazing place to stay.

Reviewed on Mar 14, 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
$208 nightly
The price is $227 total per night from Mar 17 to Mar 18
$227 total
Mar 17 - Mar 18
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 quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again.

Reviewed on Jan 12, 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
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $211 total per night from Mar 17 to Mar 18
$211 total
Mar 17 - Mar 18
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 ...
Excellent

Reviewed on Feb 22, 2026

Opens in a new windowThe Porches Inn at Mass MoCA
Big Bears Lodge

Big Bears Lodge

3 out of 5
344 Route 100 West Dover VT
$173 nightly
The price is $190 total per night from Mar 25 to Mar 26
$190 total
Mar 25 - Mar 26
Total with taxes and fees
This bed & breakfast features a seasonal outdoor pool and a hot tub. Free perks include cooked-to-order breakfast, free self parking, and a ski shuttle. Free ...
Very friendly and close to the mountain

Reviewed on Mar 7, 2026

Opens in a new windowBig Bears Lodge
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
$118 nightly
The price is $132 total per night from Apr 5 to Apr 6
$132 total
Apr 5 - Apr 6
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 ...
For the price, is a good property. Convenient for our purposes. While not up to more modern standards, it is reasonably furnished. Location is a bit noisy due to traffic and trains. Limited decent food options.

Reviewed on Mar 5, 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
$135 nightly
The price is $149 total per night from Mar 23 to Mar 24
$149 total
Mar 23 - Mar 24
Total with taxes and fees
This hotel features a seasonal outdoor pool and a sauna. Enjoy the free ski shuttle and onsite ski storage. Guests will appreciate free perks like free self ...
This place is a hidden gem! It looks very unassuming from the outside but inside was gorgeous and cozy. It looks newly updated/renovated, with a modern cabin feel. The room was big and spacious and even had a real record player which my husband and kids could not get enough of. Easy check in and ...

Reviewed on Mar 14, 2026

Opens in a new windowHideaway Inn Mt. Snow
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 refundable
$300 nightly
The price is $330 total per night from Apr 14 to Apr 15
$330 total
Apr 14 - Apr 15
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 ...
Great place to stay for ski trip

Reviewed on Mar 14, 2026

Opens in a new windowGrand Summit Resort, A Vail Resorts Property
Valley Craft Ales

Valley Craft Ales

2 out of 5
18 N Main St Wilmington VT
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $168 total per night from Mar 30 to Mar 31
$168 total
Mar 30 - Mar 31
Total with taxes and fees
This lodge doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby and a communal living room are also ...
Clean room, never saw a staff member, Parked in mud and room was warm enough for the season

Reviewed on Mar 10, 2026

Opens in a new windowValley Craft Ales
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 Mar 22 to Mar 23
$129 total
Mar 22 - Mar 23
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 ...
I saw some of the negative reviews and was a bit nervous, but everything was great! We did online check in, our room was ready on time, and it was very nice! My only complaint was that the fridge had open items left by a previous guest. Otherwise, we loved the jetted tub and sauna, the bed was comfortable, ...

Reviewed on Mar 8, 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 $129. 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

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

5 out of 5
Posted 8 hours ago
Travelocity Verified Review
"Great place to stay for ski trip"
A verified traveler stayed at Grand Summit Resort, A Vail Resorts Property
Grand Summit Resort, A Vail Resorts Property

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