Photo by Justin Hunter

Old Bennington Hotels from ₹9,963

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12 Dec - 13 Dec
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13 Dec - 14 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

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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, (2)
"Tout y était!"
Canada
Martin
The price is ₹13,032
₹14,335 total
includes taxes & fees
14 Dec - 15 Dec
Hideaway Inn Mt. Snow
Suite, 2 Bedrooms | Frette Italian sheets, premium bedding, down duvets, 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, (446)
"It is the perfect place to stay!"
United States
Darrell
The price is ₹12,981
₹16,519 total
includes taxes & fees
12 Jan - 13 Jan 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, (195)
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 ₹14,525
₹15,353 total
includes taxes & fees
16 Dec - 17 Dec
Blue Vista Motor Lodge
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
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, (1004)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is ₹10,492
₹11,719 total
includes taxes & fees
20 Dec - 21 Dec
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 ₹15,372
₹37,089 total
includes taxes & fees
12 Jan - 13 Jan 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 holiday 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, (142)
Immerse yourself in this artistic B&B offering hiking trails right from the property. Close to Adams Theatre 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 ₹15,701
₹17,538 total
includes taxes & fees
14 Dec - 15 Dec
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, (118)
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 travellers.
"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 ₹15,552
₹17,938 total
includes taxes & fees
23 Dec - 24 Dec
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 ₹18,234
₹19,875 total
includes taxes & fees
12 Jan - 13 Jan 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 Theatre and Berkshire Scenic Railway Museum, this cosy 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 ₹13,562
₹15,148 total
includes taxes & fees
14 Dec - 15 Dec
The Revival House
View from property
Starlight Inn

Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (223)
Located in charming Bennington, this welcoming hotel offers easy access to Robert Frost Stone House Museum and Norman Rockwell Exhibition. Enjoy nearby hiking, biking, and snowmobiling adventures plus free parking.
"Peaceful, quiet place to spend a night on the road."
United States
William
The price is ₹9,850
₹10,737 total
includes taxes & fees
14 Dec - 15 Dec
Starlight Inn
Property amenity
Harwood Hill Motel

Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (575)
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 ₹11,748
₹12,805 total
includes taxes & fees
14 Dec - 15 Dec
Harwood Hill Motel
Property grounds
Knotty Pine

Knotty Pine

Knotty Pine
2.5 star property
Bennington
9.2 out of 10, Wonderful, (29)
"The rooms were clean and well maintained. The staff was friendly. It is just a motel. "
United States
Martha
The price is ₹9,940
₹10,835 total
includes taxes & fees
14 Dec - 15 Dec
Knotty Pine
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 travellers.
"Second time staying on the first"
United States
Olivia
The price is ₹12,523
₹13,650 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Bennington
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, (52)
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.
"From start to finish the staff could not do enough for you and the quality of the inn was amazing"
United Kingdom
Andrew
The price is ₹12,037
₹13,241 total
includes taxes & fees
16 Dec - 17 Dec
Inn At Mount Snow
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 centre after a day on nearby slopes. Guests consistently praise the helpful staff, clean rooms, and excellent value.
"Great location near historic downtown area, nice rooms. Overall, a very pleasant stay."
United States
Richard
The price is ₹9,141
₹9,963 total
includes taxes & fees
25 Dec - 26 Dec
Hotel Vervana, Trademark Collection by Wyndham
In-room safe, blackout curtains, iron/ironing board
Best Western Bennington

Best Western Bennington

Best Western Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (942)
This serene hotel offers a seasonal outdoor pool and fitness centre for active travellers. Located near Bennington Museum with free breakfast, WiFi, and parking. Guests praise the quiet atmosphere and friendly staff who enhance the convenient experience.
"Great stay"
United States
TONY
The price is ₹9,559
₹10,419 total
includes taxes & fees
25 Dec - 26 Dec
Best Western Bennington
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 holiday 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 ₹23,423
₹59,345 total
includes taxes & fees
15 Dec - 16 Dec
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
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, (394)
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 centre, and convenient amenities including free WiFi and parking.
"our stay was great."
United States
nathaniel
The price is ₹14,188
₹15,848 total
includes taxes & fees
17 Dec - 18 Dec
Fairfield Inn & Suites by Marriott Williamstown
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 with a stop 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 when you spend time at Old First Congregational Church. In the area, take in the art scene and mountain views.
See properties

Learn more about Old Bennington

Venture to sights like Old First Congregational Church and Bennington Museum as you discover 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

Knotty Pine

Knotty Pine

10/10 Excellent
"Yes"
Clark 3-night trip
Posted 4 days ago
Knotty Pine

More cheap stays in Old Bennington

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT
The price is ₹9,141 per night from 25 Dec to 26 Dec
₹9,141
₹9,963 total
25 Dec - 26 Dec
includes taxes & fees
8.2/10 Very Good! (999 reviews)

Frequently asked questions

Where is the best place for a stay in Old Bennington?
Based on our traveller data, The Four Chimneys Inn is one of the top choices for your stay. This B&B offers free breakfast and free parking. Other good choices for your visit 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.
If I need to cancel my hotel reservation in Old Bennington, will I receive a refund?
Yes! The majority of room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it 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.
How is it staying in Old Bennington?
Visitors will definitely enjoy all that Old Bennington has to offer. A top sight in the area is Mount Snow. There are 994 hotels and other accommodation options in the surrounding area. Find out more about Old Bennington.
What are the top places to visit 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. Take a look at what more there is 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Old Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.

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