Photo by Justin Hunter

Find hotels in Old Bennington, VT from NT$2,404

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 14 - Dec 15
Tomorrow
Dec 15 - Dec 16
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Filter by

Guest rating
Guest rating
Star rating

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
Gazebo
Harwood Hill Motel

Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (575)
"Lovely place to stay."
United States
Mary
The price is NT$4,055
NT$4,420 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)
"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 NT$5,014
NT$5,300 total
includes taxes & fees
Dec 21 - Dec 22
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 NT$4,481
NT$5,702 total
includes taxes & fees
Jan 13 - 2026/1/14
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 NT$2,330
NT$2,751 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)
"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)
"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is NT$5,896
NT$6,680 total
includes taxes & fees
Dec 16 - Dec 17
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)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
The price is NT$5,166
NT$5,682 total
includes taxes & fees
Jan 4 - 2026/1/5
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)
"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)
"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 NT$5,306
NT$12,803 total
includes taxes & fees
Jan 4 - 2026/1/5
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 NT$3,894
NT$4,349 total
includes taxes & fees
Jan 15 - 2026/1/16
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)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
The price is NT$6,208
NT$6,828 total
includes taxes & fees
Dec 16 - Dec 17
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)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is NT$3,088
NT$3,449 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)
"Nice place to stay for a wedding "
United States
Timothy
The price is NT$6,148
NT$6,868 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)
"Second time staying on the first"
United States
Olivia
The price is NT$4,323
NT$4,712 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)
"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 NT$2,464
NT$4,083 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)
"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 NT$5,475
NT$6,307 total
includes taxes & fees
Dec 16 - Dec 17
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 NT$5,584
NT$6,142 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)
"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)
"Great place to stay!"
United States
Sonia
The price is NT$6,925
NT$8,287 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Valley Craft Ales

Valley Craft Ales

10/10 Excellent
"Very easy check in process. They let us know due to it being a pub, it would be loud, but it was very quiet and easy to sleep! The pub area was lovely and had a huge chimney fire for everyone to enjoy and keep warm. The room was clean and well kept! Great experience! "
Karen 1-night trip
Posted 3 days ago
Valley Craft Ales

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 NT$3,155 per night from Dec 21 to Dec 22
NT$3,155
NT$3,439 total
Dec 21 - Dec 22
includes taxes & fees
8.2/10 Very Good! (999 reviews)

Hotels in Old Bennington with star-rating

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.
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.

Explore a world of travel with Expedia