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Our top choices for Old Bennington hotels

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (289 reviews)
"Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area."
United States
Jeane
The price is ᅣ41,491
ᅣ45,225 total
includes taxes & fees
Aug 4 - Aug 5
The Four Chimneys Inn

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,000 reviews)
"Nice clean room. Staff was friendly and helpful"
United States
David
The price is ᅣ29,062
ᅣ31,678 total
includes taxes & fees
Jul 19 - Jul 20
Hampton Inn Bennington

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very Good, (1,001 reviews)
"Comfortable beds, great breakfast, staff is very friendly. Highly recommended! Also, great town to walk around. Sara the front desk clerk was outstanding. We had a problem and Sara fixed it that our problem wasn’t even a problem at all. she went above and beyond to make our stay enjoyable."
United States
Robin
The price is ᅣ19,598
ᅣ21,362 total
includes taxes & fees
Aug 16 - Aug 17
Hotel Vervana, Trademark Collection by Wyndham

New Englander Inn Bennington

New Englander Inn Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (973 reviews)
"This was the second time I’ve stayed at this location, first time under New Englander Inn name. Both times I was impressed by how clean and organized the breakfast area was. A staff member was constantly in and out cleaning up and restocking the breakfast items."
United States
Deb
The price is ᅣ17,860
ᅣ19,467 total
includes taxes & fees
Jul 19 - Jul 20
New Englander Inn Bennington

Bennington Motor Inn

Bennington Motor Inn
2.0 star property
Bennington
7.8 out of 10, Good, (482 reviews)
"Great service. Staff was excellent."
United States
Frank
The price is ᅣ15,247
ᅣ16,619 total
includes taxes & fees
Jul 21 - Jul 22
Bennington Motor Inn

Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (597 reviews)
"Lovely charming motel with a view to die for and a sweet and filling breakfast !"
United States
Cassandra
The price is ᅣ23,507
ᅣ25,623 total
includes taxes & fees
Jul 23 - Jul 24
Harwood Hill Motel

Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.6 out of 10, Excellent, (115 reviews)
"Clean room and staff"
United States
Marcel
The price is ᅣ17,655
ᅣ19,244 total
includes taxes & fees
Jul 20 - Jul 21
Knotty Pine

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (127 reviews)
"Staff was great."
United States
Jan
The price is ᅣ31,169
ᅣ35,744 total
includes taxes & fees
Jul 20 - Jul 21
South Shire

Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (226 reviews)
"Lovely area to be in"
United States
Jeremia
The price is ᅣ17,363
ᅣ18,926 total
includes taxes & fees
Jul 20 - Jul 21
Starlight Inn

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (929 reviews)
"Loved this place"
United States
Jeremy
The price is ᅣ14,759
ᅣ17,334 total
includes taxes & fees
Jul 21 - Jul 22
Cozy Corner Motel

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,002 reviews)
"Quick check in and comfortable bed in a pretty New England town."
United States
William
The price is ᅣ26,083
ᅣ29,135 total
includes taxes & fees
Aug 16 - Aug 17
Hotel Downstreet, an Ascend Collection Hotel

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,001 reviews)
"Great value and excellent location"
United States
Truett
The price is ᅣ15,270
ᅣ17,056 total
includes taxes & fees
Jul 26 - Jul 27
Willows Motel Williamstown

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (801 reviews)
"The price in this area is expensive and this motel provides a reasonable alternative!"
United States
qing
The price is ᅣ16,050
ᅣ17,927 total
includes taxes & fees
Jul 29 - Jul 30
The Villager Motel

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (621 reviews)
"Adorable little place! Staff was incredible and the rooms were cute but the only downside was the rooms had an older home smell!"
United States
Stephanie
The price is ᅣ22,535
ᅣ25,171 total
includes taxes & fees
Aug 9 - Aug 10
Maple Terrace Motel

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (921 reviews)
"It's an older hotel however very clean & neat. The breakfast was very nice."
United States
Josephine
The price is ᅣ16,234
ᅣ18,134 total
includes taxes & fees
Jul 19 - Jul 20
Howard Johnson by Wyndham Williamstown

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (420 reviews)
"We were very pleased with our stay. The staff at the desk when we checked in and again when we checked out were very accommodating and friendly. "
United States
Susan
The price is ᅣ37,018
ᅣ41,350 total
includes taxes & fees
Aug 16 - Aug 17
Fairfield Inn & Suites by Marriott Williamstown

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (332 reviews)
"Clean rooms and the staff was extremely friendly and helpful"
United States
Graham
The price is ᅣ14,467
ᅣ16,159 total
includes taxes & fees
Jul 21 - Jul 22
Williamstown Motel

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (387 reviews)
"The property was comfortable. Felt safe and the room was cozy and nicely decorated"
United States
Samantha
The price is ᅣ13,963
ᅣ15,359 total
includes taxes & fees
Jul 19 - Jul 20
Brittany Motel

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (257 reviews)
"Liked that fact that they let your bring your pet."
United States
Andrew
The price is ᅣ13,728
ᅣ15,334 total
includes taxes & fees
Jul 20 - Jul 21
Rodeway Inn

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (133 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is ᅣ19,160
ᅣ21,076 total
includes taxes & fees
Aug 16 - Aug 17
Chalet 239
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Stay near popular Old Bennington attractions

Learn more about Old Bennington

Explore attractions like Bennington Museum and Old First Congregational Church as you discover things to see and do in Old Bennington.

A tall, narrow obelisk with a pointed top, surrounded by trees and a clear blue sky.
Photo by Justin Hunter
Open Photo by Justin Hunter

Top Old Bennington Hotel Reviews

More cheap stays in Old Bennington

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 Grand Summit Resort, A Vail Resorts Property. See all available top hotels, or vacation rentals in Old Bennington.
What are some of the best vacation home rentals in Old Bennington?
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews: Visitors like this Old Bennington vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. 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. There are 1017 hotels and other accommodations in the surrounding area. Find out more about Old Bennington.
What should I see while I'm in Old Bennington?
A couple of favorite places to visit are Bennington Museum and Old First Congregational Church. You'll also find Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Center for the Arts 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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