Old Bennington Hotels from S$106

  • 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
14 Jan - 15 Jan
Tomorrow
15 Jan - 16 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Old Bennington hotels

Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (281 reviews)
"This is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again."
United States
Nancy
The Four Chimneys Inn
Gazebo

Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (581 reviews)
"Lovely place to stay."
United States
Mary
The price is S$182
includes taxes & fees
19 Jan - 20 Jan
Harwood Hill Motel
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (197 reviews)
"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 S$243
includes taxes & fees
19 Jan - 20 Jan
Blue Vista Motor Lodge
Exterior

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (452 reviews)
"It is the perfect place to stay!"
United States
Darrell
The price is S$248
includes taxes & fees
29 Jan - 30 Jan
The Porches Inn at Mass MoCA
Restaurant

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.0 out of 10, Wonderful, (276 reviews)
"Very clean and the room was comfortable. The restaurant was fantastic. "
United States
Stefania
The price is S$235
includes taxes & fees
1 Feb - 2 Feb
The White House Inn
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was pleasant and helpful, room spacey and all immaculate ."
United States
Barbara
The price is S$180
includes taxes & fees
2 Feb - 3 Feb
Hotel Downstreet, an Ascend Collection Hotel
Outdoor pool, pool loungers

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (175 reviews)
"This is our fourth time staying. We love the inn. Very cozy vibes, restaurant on site is delicious. Very close to Manchester, which has great shops and restaurants."
United States
Jennifer
The price is S$529
includes taxes & fees
19 Jan - 20 Jan
Hill Farm Inn
Porch

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very good, (193 reviews)
"The staff and amenities were fantastic"
United States
Matthew
Valley Craft Ales
Porch

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (197 reviews)
"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is S$317
includes taxes & fees
8 Feb - 9 Feb
The Wilmington Inn
Outdoor wedding area

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (416 reviews)
"very accommodating "
United States
Jarrod
The price is S$233
includes taxes & fees
20 Jan - 21 Jan
The Nutmeg
Front of property – evening/night

The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (151 reviews)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
The price is S$310
includes taxes & fees
19 Jan - 20 Jan
The Inn at Ormsby Hill
Living area

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (328 reviews)
"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 S$157
includes taxes & fees
19 Jan - 20 Jan
Brittany Motel
Front of property – evening/night

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (562 reviews)
"Very pleasant and relaxing place to stay"
United States
steve
The price is S$268
includes taxes & fees
29 Jan - 30 Jan
The Williams Inn
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (595 reviews)
"Cute place"
United States
Lisa
The price is S$142
includes taxes & fees
29 Jan - 30 Jan
Maple Terrace Motel
Lobby

Best Western Bennington

Best Western Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (949 reviews)
"Location and amenities basic, which is all we needed."
United States
Jeff
The price is S$146
includes taxes & fees
21 Jan - 22 Jan
Best Western Bennington
Indoor pool

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,000 reviews)
"Clean rooms, friendly staff, good breakfast, comfy beds."
United States
William
The price is S$183
includes taxes & fees
1 Feb - 2 Feb
Hampton Inn Bennington
Front of property

Arlington Inn

Arlington Inn
3.0 star property
Arlington
8.8 out of 10, Excellent, (187 reviews)
"Excellent stay! Very friendly staff."
United States
Mercedita
The price is S$278
includes taxes & fees
1 Feb - 2 Feb
Arlington Inn
Restaurant

Kitzhof Inn

Kitzhof Inn
2.5 star property
West Dover
9.4 out of 10, Exceptional, (244 reviews)
"Nice and cozy B&B with very friendly and helpful staff. "
United States
Balasubramanya
Kitzhof Inn
Garden

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (186 reviews)
"The owners were wonderful: kind, interesting to talk to, and very hospitable."
United States
Margaret
The price is S$252
includes taxes & fees
19 Jan - 20 Jan
Big Bears Lodge
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (769 reviews)
"clean modern and spacious room. comfortable king bed. "
United States
William
The price is S$108
includes taxes & fees
18 Jan - 19 Jan
The Villager 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.
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 with a stop at Bennington Battle Monument. In the area, take in the art scene and mountain views.
See properties

Bennington Museum

4.4/5 (25 reviews)
You can spend an afternoon exploring the galleries in Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and cafes.
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

Chalet 239

Chalet 239

10/10 Excellent
"Check in was seamless, received the room code at 3:15. There was a comfortable king bed and a giant television with acess to premium channels. The bathroom is small but very modern. At 1/3 of the price of the Summit lodge this is exactly what we were looking for. Loved the grab and go breakfast. "
Nancy 1-night trip
Posted 13 hours ago
Chalet 239

More cheap stays in Old Bennington

Best Western Bennington

Best Western Bennington

220 Northside Drive Bennington VT
The price is S$146 per night from 21 Jan to 22 Jan
S$146
21 Jan - 22 Jan
includes taxes & fees
7.6/10 Good! (949 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 1008 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.

Explore a world of travel with Expedia