Photo by Justin Hunter

Find hotels in Old Bennington, VT from ￥12,021

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Dec 30 - Dec 31
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Our top choices for Old Bennington hotels

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

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
This elegant B&B adjacent to a golf course offers relaxing massages and peaceful garden surroundings. Guests love the helpful staff, free breakfast and convenient location near Old First Congregational Church and Bennington Museum.
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn
Interior
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (10)
"Clean rooms/ close to mountain/ nice experience"
United States
Morgan
The price is ￥20,553
￥22,609 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hideaway Inn Mt. Snow
Suite, 2 Bedrooms | Frette Italian sheets, premium bedding, down comforters, minibar
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (449)
"It is the perfect place to stay!"
United States
Darrell
The price is ￥22,405
￥28,510 total
includes taxes & fees
Jan 29 - Jan 30, 2026
The Porches Inn at Mass MoCA
Single Room | In-room safe, desk, free WiFi, bed sheets
Blue Vista Motor Lodge

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (197)
This motel offers a peaceful retreat with 2 hot tubs and a rejuvenating sauna. Located near Florida Free Public Library, guests praise the helpful staff and clean rooms. Enjoy free WiFi and parking during your North Adams adventure.
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is ￥27,855
￥29,443 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Blue Vista Motor Lodge
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1003)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is ￥19,344
￥21,607 total
includes taxes & fees
Jan 27 - Jan 28, 2026
Hotel Downstreet, an Ascend Collection Hotel
Front of property
Hill Farm Inn

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (173)
Set on beautiful grounds in Arlington, this tranquil B&B offers complimentary breakfast and free parking. Enjoy the outdoor pool and hot tub after exploring nearby Mount Equinox. The restaurant serves delicious farm-to-table cuisine, perfect after a day of countryside adventures.
"This Inn is spectacular! The rooms, grounds, decor, staff and restaurant all were the best for stops on our vacation."
United States
Kenneth
The price is ￥26,530
￥64,013 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hill Farm Inn
Panoramic House | Private kitchen
Two Brooks Lodge

Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3)
Surrounded by nature in Bennington, this vacation home offers hiking and mountain biking paths right outside your door. Near the train station with free WiFi and parking, plus a terrace and memory foam bed for ultimate relaxation after exploring nearby museums.
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
Two Brooks Lodge
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (144)
Immerse yourself in this artistic B&B offering hiking trails right from the property. Close to Adams Theater and the Berkshire Scenic Railway Museum, this boutique hotel provides free WiFi, parking, and daily housekeeping.
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is ￥27,100
￥30,271 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Trail in Adams - Berkshires’ Art Hotel
Reception
South Shire

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (119)
Experience the essence of Vermont at this charming inn. Located near Bennington Arts Guild Gallery, guests can explore local attractions before relaxing with a drink at the on-site bar. The friendly staff receives consistent praise from travelers.
"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"
United States
Roseann
The price is ￥26,552
￥30,642 total
includes taxes & fees
Jan 11 - Jan 12, 2026
South Shire
Garden
Arlington Inn

Arlington Inn

Arlington Inn
3.0 star property
Arlington
8.8 out of 10, Excellent, (187)
This charming Arlington inn sits beside a golf course, offering free breakfast, WiFi, and parking. Guests can enjoy soothing deep-tissue massages, unwind at the bar, or explore the terrace and garden. Saint James Cemetery and Sugar Shack are nearby.
"Excellent stay! Very friendly staff."
United States
Mercedita
The price is ￥30,528
￥33,276 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Arlington Inn
Romantic Room, 1 King Bed (Room 4) | Desk, iron/ironing board, free WiFi
The Revival House

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (25)
Unwind at this charming guesthouse offering free perks including WiFi, parking, and daily breakfast. Located near Adams Theater and Berkshire Scenic Railway Museum, this cozy retreat provides a perfect base for exploring local attractions.
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is ￥23,408
￥26,145 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Revival House
Property amenity
Harwood Hill Motel

Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (576)
Enjoy the convenience of this Bennington motel with complimentary WiFi, parking, and daily continental breakfast. Clean rooms and helpful staff enhance your stay while nearby Robert Frost Stone House Museum and Bennington Battle Monument beckon exploration.
"Lovely place to stay."
United States
Mary
The price is ￥20,276
￥22,101 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Harwood Hill Motel
Exterior
Hampton Inn Bennington

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1002)
Explore the Green Mountains from this welcoming hotel, minutes from historic Bennington Battle Monument. Enjoy the indoor pool after a day of sightseeing, plus complimentary breakfast and parking. Helpful staff receive consistent praise from fellow travelers.
"Room was spotless. Bathroom in lobby was extremely clean. Very impressed. Staff was very accommodating and pleasant. Enjoyed very much and will stay again."
United States
Maryann
The price is ￥21,614
￥23,559 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hampton Inn Bennington
Property grounds
Knotty Pine

Knotty Pine

Knotty Pine
2.5 star property
Bennington
9.0 out of 10, Wonderful, (45)
"Convenient location for our trip"
United States
Jerry
The price is ￥16,844
￥18,360 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Knotty Pine
Exterior
Inn At Mount Snow

Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (53)
Charming inn with complimentary ski shuttle, breakfast, WiFi, and parking. Located within a 15-minute walk to Mount Snow and near Snow Lake. Convenient ski storage makes this Vermont retreat perfect for winter adventures without the hassle.
"Great location for an overnight stay to hit the slopes. Will definitely visit again. "
United States
Ryan
The price is ￥34,438
￥37,882 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Inn At Mount Snow
House, 4 Bedrooms | Exterior
Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Bear Pass - Mountain View 4 Bedroom Home by RedAwning
3.0 star property
Arlington
8.0 out of 10, Very Good, (1)
This 3-star vacation home offers the perfect base for exploring. Enjoy the outdoor pool after visiting the Norman Rockwell Exhibition nearby. Inside, free WiFi and a coffeemaker create a welcoming atmosphere.
"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "
United States
Manish
The price is ￥38,961
￥106,383 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
Garden
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very Good, (1001)
Nestled in Bennington, this hotel offers complimentary continental breakfast, WiFi, and parking. Enjoy the seasonal outdoor pool, tennis court, and fitness center after a day on nearby slopes. Guests consistently praise the helpful staff, clean rooms, and excellent value.
"Large rooms, great staff. Will stay again!"
United States
Kristyn
The price is ￥16,970
￥18,497 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Vervana, Trademark Collection by Wyndham
In-room safe, blackout drapes, iron/ironing board
Best Western Bennington

Best Western Bennington

Best Western Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (945)
This serene hotel offers a seasonal outdoor pool and fitness center for active travelers. Located near Bennington Museum with free breakfast, WiFi, and parking. Guests praise the quiet atmosphere and friendly staff who enhance the convenient experience.
"Clean room and comfortable "
United States
Jarrett
The price is ￥16,499
￥17,984 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Best Western Bennington
Exterior
Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
Williamstown
8.8 out of 10, Excellent, (396)
Guests love the attentive service and complimentary breakfast at this welcoming hotel. Located near Colonial Plaza, it offers an indoor pool for year-round enjoyment, 24-hour fitness center, and convenient amenities including free WiFi and parking.
"our stay was great."
United States
nathaniel
The price is ￥24,487
￥27,351 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Fairfield Inn & Suites by Marriott Williamstown
Exterior
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (887)
"Clean, Great Staff, Quiet"
United States
john
The price is ￥11,089
￥13,109 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Cozy Corner Motel
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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Stay near popular Old Bennington attractions

Bennington Battle Monument

4.5/5 (124 reviews)
Learn about the local history of Old Bennington when you spend time at Bennington Battle Monument. In the area, take in the art scene and mountain views.
See properties

Old First Congregational Church

4.8/5 (4 reviews)
Find out about the history of Old Bennington with a stop at Old First Congregational Church. In the area, take in the art scene and mountain views.
See properties

Learn more about Old Bennington

Explore attractions like Old First Congregational Church and Bennington Museum as you discover things to see and do in Old Bennington.

See all hotels in Old Bennington
The monument commemorates the Battle of Bennington during the American Revolutionary War. You can purchase a ticket for 5$ and ride the elevator 2/3 of the way up and see the beautiful sights from all around. A beautiful place to visit.
Photo by Justin Hunter
Open Photo by Justin Hunter

Top Old Bennington Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Great staff, great rooms, we had a little issue with the door not opening, but they were quick to fix it. Bar staff, fantastic! Restaurant (we had brunch) delicious. This is our go to hotel when we stay in the Berkshires "
James 1-night trip
Posted 2 days ago
The Williams Inn

More cheap stays in Old Bennington

Best Western Bennington

Best Western Bennington

220 Northside Drive Bennington VT
The price is ￥16,499 per night from Jan 6 to Jan 7
￥16,499
￥17,984 total
Jan 6 - Jan 7, 2026
includes taxes & fees
7.6/10 Good! (945 reviews)

Frequently asked questions

Where is the best place for a stay in Old Bennington?
Based on our traveler data, The Four Chimneys Inn is one of the top choices for your stay. This B&B offers free breakfast and free parking. Two other options for your trip to the area are Hotel Downstreet, an Ascend Collection Hotel and The Williams Inn. See all available top hotels, or vacation rentals in Old Bennington.
What are some of the best vacation home rentals in Old Bennington?
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.: Visitors like this Old Bennington vacation home rental. It is located in the mountains and has a fireplace, a patio, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub. See all vacation rentals in Old Bennington.
If I need to cancel my hotel reservation in Old Bennington, will I receive a refund?
Yes! You'll find that most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Old Bennington.
Where can I learn more about changing or cancelling my trip to Old Bennington?
To access more information about picking new dates or cancelling your trip to Old Bennington, click here.
How is it to stay in Old Bennington?
Visitors are sure to enjoy all that Old Bennington has to offer. A top sight in the area is Mount Snow. There are 996 hotels and other accommodations in the surrounding area. Find out more about Old Bennington.
What should I see while I'm in Old Bennington?
Landmarks like Old First Congregational Church and Bennington Battle Monument might be worth a visit. Additionally, you'll find Mount Snow in the area. Check out what more to see and do in Expedia's Old Bennington guide.
What's the weather like in Old Bennington?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Old Bennington are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.

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