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Find hotels in Old Bennington, VT from ￥13,740

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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
Gazebo
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 ￥20,255
￥22,078 total
includes taxes & fees
Dec 16 - Dec 17
Harwood Hill Motel
Terrace/patio
Blue Vista Motor Lodge

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (196)
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.
"We did not use the hot tub the room was clean the only issue we had was with the heat but was resolved both times, views were spectacular especially the sun coming up! "
United States
Joyce
The price is ￥25,043
￥26,471 total
includes taxes & fees
Dec 16 - Dec 17
Blue Vista Motor Lodge
Exterior
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, (447)
"It is the perfect place to stay!"
United States
Darrell
The price is ￥22,382
￥28,482 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Porches Inn at Mass MoCA
Gazebo
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (885)
"Clean, Great Staff, Quiet"
United States
john
The price is ￥11,639
￥13,740 total
includes taxes & fees
Dec 16 - Dec 17
Cozy Corner Motel
Dining
Farm Road Estate

Farm Road Estate

Farm Road Estate
3.0 star property
West Dover
10.0 out of 10, Exceptional, (77)
Set in West Dover, this golf hotel offers both winter and summer fun with a seasonal outdoor pool and restaurant. Just a short drive to Mount Snow and its golf course, guests can unwind with massages or drinks at the bar after an adventurous day outdoors.
"Room was clean, staff friendly, amenities were good"
United States
Movses
Farm Road Estate
Porch
The Wilmington Inn

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (196)
Riverside B&B offering relaxing spa services, a welcoming bar, and free breakfast just 15 minutes from Mount Snow. Located near South Main Street and Jim McGrath Gallery, this charming Wilmington inn provides free WiFi and convenient parking.
"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is ￥27,092
￥30,696 total
includes taxes & fees
Dec 18 - Dec 19
The Wilmington Inn
Restaurant
The White House Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (262)
Enjoy a charming Vermont getaway with on-site dining and a welcoming bar/lounge. Located near South Main Street and Pettee Memorial Library, this hotel offers free WiFi, complimentary parking, and peaceful garden views. Helpful staff ensure a pleasant stay.
"The room was beautiful and the historic charm was wonderful "
United States
Karin
The price is ￥25,802
￥28,382 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The White House Inn
Porch
Valley Craft Ales

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very Good, (184)
Discover adventure at this Wilmington retreat with nearby kayaking and mountain biking trails. After exploring South Main Street's charm, relax by the lobby fireplace with a local brew from Valley Craft Ales.
"Fun place to stay!!"
United States
Brian
Valley Craft Ales
Outdoor pool, sun loungers
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 ￥26,503
￥63,947 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hill Farm Inn
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, (1004)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is ￥19,448
￥21,723 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Hotel Downstreet, an Ascend Collection Hotel
Front of property - evening/night
The Inn at Ormsby Hill

The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (150)
This elegant inn offers complimentary full breakfast and WiFi in a serene setting. Perfect for ski enthusiasts with nearby downhill slopes, the Colonial B&B features a lovely garden and terrace near Hildene and Museum of Creative Process.
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
The price is ￥30,697
￥33,766 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Inn at Ormsby Hill
Property grounds
Maple Terrace Motel

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (588)
Dive into adventure at this Williamstown motel near Linear Park, offering a refreshing seasonal outdoor pool. With free breakfast, WiFi, and parking, plus nearby skiing opportunities, guests consistently praise the helpful staff, clean rooms, and overall value.
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is ￥15,425
￥17,229 total
includes taxes & fees
Dec 16 - Dec 17
Maple Terrace Motel
Front of property - evening/night
The Williams Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (549)
Nestled near Williams College, this inviting hotel offers free WiFi and parking plus a fitness center. Savor American cuisine at The Barn Kitchen & Bar, unwind on the terrace, or explore nearby Denison Park. Helpful staff enhance your stay.
"Nice place to stay for a wedding "
United States
Timothy
The price is ￥30,710
￥34,303 total
includes taxes & fees
Dec 16 - Dec 17
The Williams Inn
Indoor pool
Hampton Inn Bennington

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1003)
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.
"Second time staying on the first"
United States
Olivia
The price is ￥21,592
￥23,536 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Bennington
Signature Suite, Kitchen, Mountain View | Living area | TV, DVD player
Brittany Motel

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (326)
Surrounded by mountain adventures, this welcoming motel offers free WiFi and parking plus easy access to hiking trails. Located near Mount Equinox and Hildene, guests consistently praise the helpful staff and spotlessly clean accommodations.
"Well, being that it was self check in I did not interact with the staff. I loved the room an thought the little xmas tree was an awesome touch. If I'm ever staying in the area again I will definitely stay there."
United States
Joseph
The price is ￥12,309
￥20,396 total
includes taxes & fees
Dec 16 - Dec 17
Brittany Motel
Library
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 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 ￥25,157
￥29,119 total
includes taxes & fees
Dec 18 - Dec 19
South Shire
Outdoor wedding area
The Nutmeg

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (414)
"This was a beautiful quaint property with delightful and attentive staff. The French toast breakfast was amazing! "
United States
John
The price is ￥26,217
￥28,838 total
includes taxes & fees
Dec 21 - Dec 22
The Nutmeg
Restaurant
Kitzhof Inn

Kitzhof Inn

Kitzhof Inn
2.5 star property
West Dover
9.2 out of 10, Wonderful, (240)
Kitzhof Inn offers complimentary cooked-to-order breakfast, WiFi, and parking for budget-conscious skiers. Unique amenities include bike cleaning services and an electric bike charging station. After a day on the slopes, store your gear and unwind in the garden while planning tomorrow's adventures.
"Nice and cozy B&B with very friendly and helpful staff. "
United States
Balasubramanya
Kitzhof Inn
Exterior
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort
3.0 star property
West Dover
8.8 out of 10, Excellent, (243)
Right at the base of Mount Snow, this resort offers direct slope access for maximum skiing time. After a day outdoors, unwind with hot stone massages at the full-service spa or enjoy dinner at Harriman's Restaurant. An outdoor pool, fitness center, and bar complement the free WiFi and parking.
"Great place to stay!"
United States
Sonia
The price is ￥34,588
￥41,393 total
includes taxes & fees
Dec 16 - Dec 17
Mount Snow Grand Summit Resort
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

Knotty Pine

Knotty Pine

10/10 Excellent
"Yes"
Clark 3-night trip
Posted 6 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 ￥15,760 per night from Dec 21 to Dec 22
￥15,760
￥17,178 total
Dec 21 - Dec 22
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 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 994 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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