Photo by Justin Hunter

Find hotels in Old Bennington, VT from Rp1.930.702

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30 Dec - 31 Dec
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31 Dec - 1 Jan
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2 Jan - 4 Jan
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9 Jan - 11 Jan

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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)
"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 Rp2.263.087
Rp2.489.312 total
includes taxes & fees
8 Jan - 9 Jan 2026
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, (449)
"It is the perfect place to stay!"
United States
Darrell
The price is Rp2.411.596
Rp3.068.796 total
includes taxes & fees
29 Jan - 30 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, (197)
"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 Rp2.990.490
Rp3.160.954 total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (1003)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is Rp2.074.157
Rp2.316.834 total
includes taxes & fees
27 Jan - 28 Jan 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)
"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 Rp2.848.324
Rp6.872.465 total
includes taxes & fees
4 Jan - 5 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)
"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)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is Rp2.909.444
Rp3.249.849 total
includes taxes & fees
7 Jan - 8 Jan 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)
"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 Rp2.938.747
Rp3.385.756 total
includes taxes & fees
4 Jan - 5 Jan 2026
South Shire
Garden
Arlington Inn

Arlington Inn

Arlington Inn
3.0 star property
Arlington
8.8 out of 10, Excellent, (187)
"Excellent stay! Very friendly staff."
United States
Mercedita
The price is Rp3.378.806
Rp3.682.899 total
includes taxes & fees
3 Jan - 4 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)
"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 Rp2.513.090
Rp2.806.964 total
includes taxes & fees
12 Jan - 13 Jan 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)
"Lovely place to stay."
United States
Mary
The price is Rp2.176.850
Rp2.372.767 total
includes taxes & fees
4 Jan - 5 Jan 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)
"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 Rp2.320.522
Rp2.529.369 total
includes taxes & fees
5 Jan - 6 Jan 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 Rp1.808.460
Rp1.971.221 total
includes taxes & fees
31 Dec - 1 Jan 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)
"Great location for an overnight stay to hit the slopes. Will definitely visit again. "
United States
Ryan
The price is Rp3.596.826
Rp3.956.509 total
includes taxes & fees
14 Jan - 15 Jan 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)
"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 Rp4.403.098
Rp11.716.512 total
includes taxes & fees
13 Jan - 14 Jan 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)
"Large rooms, great staff. Will stay again!"
United States
Kristyn
The price is Rp1.821.856
Rp1.985.823 total
includes taxes & fees
7 Jan - 8 Jan 2026
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, (945)
"Clean room and comfortable "
United States
Jarrett
The price is Rp1.771.286
Rp1.930.702 total
includes taxes & fees
6 Jan - 7 Jan 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)
"our stay was great."
United States
nathaniel
The price is Rp2.628.965
Rp2.936.554 total
includes taxes & fees
4 Jan - 5 Jan 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 Rp1.193.627
Rp1.411.031 total
includes taxes & fees
19 Jan - 20 Jan 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 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
"Neat, clean and quintessential Vermont! "
Lorri 1-night trip
Posted 1 day ago
Knotty Pine

More cheap stays in Old Bennington

Best Western Bennington

Best Western Bennington

220 Northside Drive Bennington VT
The price is Rp1.771.286 per night from 6 Jan to 7 Jan
Rp1.771.286
Rp1.930.702 total
6 Jan - 7 Jan 2026
includes taxes & fees
7.6/10 Good! (944 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 996 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.