Search Old Bennington hotels

  • 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
15 Apr - 16 Apr
Tomorrow
16 Apr - 17 Apr
This weekend
17 Apr - 19 Apr
Next weekend
24 Apr - 26 Apr

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

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (282 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 price is NZ$389
includes taxes & fees
27 Apr - 28 Apr
The Four Chimneys Inn
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 NZ$270
includes taxes & fees
26 Apr - 27 Apr
Hampton Inn Bennington
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (898 reviews)
"We love Cozy Corner. It's a snug, safe, well-maintained, home away from home. Love the ample breakfast and the genuine welcome we receive every time."
United States
Ann
The price is NZ$158
includes taxes & fees
29 Apr - 30 Apr
Cozy Corner Motel
Gazebo

Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (589 reviews)
"It was a nice small hotel/motel"
United States
Clinton
The price is NZ$221
includes taxes & fees
19 Apr - 20 Apr
Harwood Hill Motel
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (600 reviews)
"Staff is very nice and the rooms are always clean!"
United States
Peter
The price is NZ$196
includes taxes & fees
21 Apr - 22 Apr
Maple Terrace Motel
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (784 reviews)
"very clean, up to day, no thrills overnighter. perfect stop from NYC to VT skiing"
United States
Martin
The price is NZ$149
includes taxes & fees
21 Apr - 22 Apr
The Villager Motel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,002 reviews)
"Clean and cozy room, friendly staff, and fresh fruit for breakfast. Great location right next to Williams College."
United States
Phebe
The price is NZ$152
includes taxes & fees
23 Apr - 24 Apr
Willows Motel Williamstown
Lobby sitting area

Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.6 out of 10, Excellent, (91 reviews)
"Cozy and Comfortable Room and Friendly Service. I am definitely reserving a room here again sometime soon! Awesome family owned business! Highly Recommend to anyone looking for a place to stay while traveling! "
United States
Raymond
The price is NZ$310
includes taxes & fees
21 Apr - 22 Apr
Knotty Pine
Restaurant

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (307 reviews)
"Beautiful Hotel with great sraff"
United States
Richard
The price is NZ$274
includes taxes & fees
21 Apr - 22 Apr
The White House Inn
Signature Suite, Kitchen, Mountain View | Living area

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (345 reviews)
"Room was as advertised. Easy access and well supplied. "
United States
Michael
The price is NZ$139
includes taxes & fees
21 Apr - 22 Apr
Brittany Motel
Outdoor wedding area

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (427 reviews)
"Very cute place, breakfasts were wonderful! "
United States
Jennifer
The price is NZ$335
includes taxes & fees
22 Apr - 23 Apr
The Nutmeg
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.2 out of 10, Wonderful, (29 reviews)
"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 NZ$283
includes taxes & fees
21 Apr - 22 Apr
The Revival House
Front of property

Arlington Inn

Arlington Inn
3.0 star property
Arlington
8.8 out of 10, Excellent, (193 reviews)
"Service was very good- breakfast outstanding… beautiful old home!"
United States
Catherine
The price is NZ$335
includes taxes & fees
3 May - 4 May
Arlington Inn
Lobby sitting area

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (121 reviews)
"The room was clean and staff were kind and friendly. "
United States
Sung
The price is NZ$195
includes taxes & fees
23 Apr - 24 Apr
Chalet 239
Property amenity

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (410 reviews)
"Stayed one night...great breakfast"
United States
Kimberley
The price is NZ$298
includes taxes & fees
13 May - 14 May
Fairfield Inn & Suites by Marriott Williamstown
Family Cabin | Living area

Brook Bound Inn

Brook Bound Inn
2.0 star property
Wilmington
9.2 out of 10, Wonderful, (16 reviews)
"Clean room. Great location. Quiet. Would stay here again. "
United States
Pat
The price is NZ$405
includes taxes & fees
28 Apr - 29 Apr
Brook Bound Inn
Room, 1 King Bed, Accessible, Non Smoking (Transfer Shower)

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)
"Bathroom could use remodeling but otherwise a nice hotel. Staff are very friendly and helpful."
United States
Kara
The price is NZ$269
includes taxes & fees
14 May - 15 May
Hotel Downstreet, an Ascend Collection Hotel
Deluxe Room, 1 King Bed, Non Smoking, Jetted Tub

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very good, (1,000 reviews)
"bathroom heat lamp was so nice, place was really clean and comfy!"
United States
Isabella
The price is NZ$233
includes taxes & fees
10 May - 11 May
Hotel Vervana, Trademark Collection by Wyndham
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (908 reviews)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is NZ$170
includes taxes & fees
22 Apr - 23 Apr
Howard Johnson by Wyndham Williamstown
Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.8 out of 10, Excellent, (85 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is NZ$182
includes taxes & fees
22 Apr - 23 Apr
Hideaway Inn Mt. Snow
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 (201 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

4.5/5 (50 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 Bennington Museum and Bennington Battle Monument as you discover Old Bennington.

See all hotels in Old Bennington
Photo by Justin Hunter
Open Photo by Justin Hunter

Top Old Bennington Hotel Reviews

The White House Inn

The White House Inn

10/10 Excellent
"Such a cool place, so much to explore with the history. The staff is fantastic… we had a blast!"
Jenifer 1-night trip
Posted 9 hours ago
The White House Inn

More cheap accommodation in Old Bennington

Valley Craft Ales

Valley Craft Ales

18 N Main St Wilmington VT
The price is NZ$166 per night from 14 May to 15 May
NZ$166
14 May - 15 May
includes taxes & fees
8.4/10 Very Good! (220 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.
What are some of the best holiday rentals that Old Bennington has to offer?
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating: This holiday home rental outside of Old Bennington is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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. There are 968 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 Bennington Battle Monument and Old First Congregational Church might be worth a visit. Additionally, you might want to add Bennington Museum to your itinerary. 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