Photo by Justin Hunter

Hotels in Old Bennington

Q: What hotels do travelers recommend in Old Bennington?

Guests like The Four Chimneys Inn , Hotel Vervana, Trademark Collection by Wyndham and Knotty Pine .

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June 2026

July 2026

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Where to stay in Old Bennington?

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

Bennington

CNY1,885 total

includes taxes & fees

Jun 1 - Jun 2

Hampton Inn Bennington

Bennington

CNY1,022 total

includes taxes & fees

Jun 7 - Jun 8

The White House Inn

Wilmington

CNY1,453 total

includes taxes & fees

Jun 1 - Jun 2

55-inch LCD TV with digital channels, printers

The Revival House

Adams

CNY1,252 total

includes taxes & fees

Jun 16 - Jun 17

Cozy Corner Motel

Williamstown

CNY674 total

includes taxes & fees

Jun 2 - Jun 3

1896 House Country Inn & Motels

Williamstown

CNY867 total

includes taxes & fees

Jun 1 - Jun 2

Chalet 239

West Dover

CNY998 total

includes taxes & fees

Jun 14 - Jun 15

Room, 1 King Bed, Accessible, Non Smoking (Transfer Shower) | Hypo-allergenic bedding, desk, laptop workspace, blackout drapes

Hotel Downstreet, an Ascend Collection Hotel

North Adams

CNY1,162 total

includes taxes & fees

Jun 3 - Jun 4

Martin Chester's Room | Premium bedding, individually decorated, individually furnished

Arlington Inn

Arlington

CNY1,488 total

includes taxes & fees

Jun 3 - Jun 4

The Autumn Inn

Bennington

CNY656 total

includes taxes & fees

Jun 1 - Jun 2

The Nutmeg

Wilmington

CNY1,340 total

includes taxes & fees

Jun 1 - Jun 2

Knotty Pine

Bennington

CNY840 total

includes taxes & fees

Jun 1 - Jun 2

Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

Brittany Motel

Manchester Center

CNY558 total

includes taxes & fees

Jun 2 - Jun 3

Blue Vista Motor Lodge

North Adams

CNY1,454 total

includes taxes & fees

Jun 1 - Jun 2

The Trail in Adams - Berkshires’ Art Hotel

Adams

CNY1,323 total

includes taxes & fees

Jun 1 - Jun 2

Valley Craft Ales

Wilmington

CNY729 total

includes taxes & fees

Jun 1 - Jun 2

Battenkill Glamping Resort

Cambridge

CNY1,667 total

includes taxes & fees

Jun 4 - Jun 5

The Villager Motel

Williamstown

CNY673 total

includes taxes & fees

Jun 1 - Jun 2

Inn At Mount Snow

West Dover

CNY957 total

includes taxes & fees

Jun 1 - Jun 2

Maple Terrace Motel

Williamstown

CNY869 total

includes taxes & fees

Jun 8 - Jun 9

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Go beyond your typical stay in Old Bennington

Apartment

Family friendly

Top landmarks in Old Bennington

Bennington Battle Monument

4.5/5 (202 reviews)

Bennington Battle Monument is 0.4 mi (0.6 km) from central Old Bennington, why not stop by during your stay.

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Learn more about Old Bennington

Old Bennington is well-known for its attractions such as Old First Congregational Church and Bennington Museum.

See all hotels in Old Bennington

Check out reviews of Old Bennington hotels guests love

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"Always cominf back"

Cozy Corner Motel

10/10 Excellent

"This nice motel by a lovely creek has great beds (not too hard, not too soft) and quality soaps and shampoos. Breakfast from 8 to 10am includes fresh strawberries and blueberries, oranges, apples, pears, and bananas, hard boiled eggs, yogurt, waffles, cereal, bagels, muffins and toast. Coffee was good plus orange juice and milk were available. And if you are so inclined, fresh baked chip cookies were also available. Service was personal and friendly. The motel is 20 minutes from Bennington College and 15 from downtown Bennington. We would stay there again if we came to town."

Willows Motel Williamstown

10/10 Excellent

"This place is amazing! Very clean, well maintained, super accommodating, and they take continental Breakfast to a whole new level. it looks like a portrait cuz of the care and effort put into it. Great way to start your day Coffee, juice, milk, fruit, and I mean fruit, every fruit you can think of, nuts, variety of assorted bagels, bread, muffins, yogurt. But most of all the, energy, happy, positive, and helpful."

Frequently asked questions

How much does a hotel room cost in Old Bennington?

You can choose a great hotel in Old Bennington from CNY558 with properties to suit all budgets and needs. If you're after an affordable hotel in Old Bennington that meets all of your requirements, set your filters and then sort the results by "Price: low to high".

How can I find deals and earn rewards at Old Bennington hotels?

Discover great deals on Old Bennington hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. And make sure to check out our last-minute deals on Old Bennington hotels.

Can I book Old Bennington hotels with free cancellation?

In order to book a refundable Old Bennington hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some of the best hotels in Old Bennington for couples?

Stay at a top-rated Old Bennington romantic hotel and make the most of your couple's vacation. Our travelers love The Four Chimneys Inn, a bed & breakfast with a bar/lounge. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Old Bennington for couples on Hotels.com.

What are some of the best Old Bennington hotels with free parking?

If you're arriving by car, choosing a great Old Bennington hotel with free parking is a plus. Our travelers' favorites include:

The Four Chimneys Inn: A bed & breakfast with an average guest rating of 9.4 out of 10

What are some popular hotels in central Old Bennington?

If you're looking for hotels in central Old Bennington, check out South Shire. Travelers love South Shire for its location, as well as the restaurant, bar/lounge and free bicycle rentals this inn offers.

What hotels do travelers recommend in Old Bennington?

Guests like The Four Chimneys Inn, Hotel Vervana, Trademark Collection by Wyndham and Knotty Pine.

Can I book refundable accommodations in Old Bennington?

If you're looking for the flexibility to change your plans to Old Bennington, most properties provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Old Bennington be like during my trip?

The warmest months in Old Bennington are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 26°F. The rainiest months are October and June.

Why should I book my Old Bennington accommodation with Hotels.com?

There are plenty of reasons to book your Old Bennington travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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