A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

Search Motels in Bennington

  • 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

Next weekend
24 Jul - 26 Jul
In two weeks
31 Jul - 2 Aug
In one month
14 Aug - 16 Aug
In two months
11 Sep - 13 Sep

Our top choices for Bennington motels

Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

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 AED 316
AED 347 total
includes taxes & fees
20 Jul - 21 Jul
Brittany Motel
Lobby sitting area

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 AED 400
AED 436 total
includes taxes & fees
19 Jul - 20 Jul
Knotty Pine
Front of property

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 AED 345
AED 377 total
includes taxes & fees
19 Jul - 20 Jul
Bennington Motor Inn
Mountain view

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (183 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is AED 485
AED 528 total
includes taxes & fees
9 Aug - 10 Aug
Aerie Inn of Vermont
Interior

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (597 reviews)
"The owners are incredibly warm and welcoming. We would absolutely stay again."
United States
Susan
The price is AED 694
AED 764 total
includes taxes & fees
22 Jul - 23 Jul
The Olympia Lodge
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (784 reviews)
"EXTREMELY helpful manager! Great shower, great bathroom."
United States
Scott
The price is AED 393
AED 433 total
includes taxes & fees
19 Jul - 20 Jul
Weathervane Motel
Gazebo

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 AED 533
AED 581 total
includes taxes & fees
19 Jul - 20 Jul
Harwood Hill Motel
Free continental breakfast on weekends

Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very Good, (552 reviews)
"We had a very enjoyable stay, and the breakfast had many items which appealed to us. We will stay at this hotel again."
United States
CHARLES
The price is AED 621
AED 683 total
includes taxes & fees
16 Aug - 17 Aug
Four Winds Country Motel
Gazebo

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 AED 334
AED 392 total
includes taxes & fees
21 Jul - 22 Jul
Cozy Corner Motel
Property grounds

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 AED 345
AED 386 total
includes taxes & fees
20 Jul - 21 Jul
Willows Motel Williamstown
View from property

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 AED 331
AED 370 total
includes taxes & fees
21 Jul - 22 Jul
Williamstown Motel
Reception

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 AED 364
AED 406 total
includes taxes & fees
19 Jul - 20 Jul
The Villager Motel
Lobby sitting area

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 AED 493
AED 542 total
includes taxes & fees
23 Jul - 24 Jul
Chalet 239
Mountain view

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 AED 367
AED 410 total
includes taxes & fees
19 Jul - 20 Jul
Howard Johnson by Wyndham Williamstown
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (106 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is AED 599
AED 657 total
includes taxes & fees
19 Jul - 20 Jul
The Springs Motel
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (620 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 AED 511
AED 570 total
includes taxes & fees
19 Jul - 20 Jul
Maple Terrace Motel
Front of property - evening/night

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (223 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is AED 536
AED 590 total
includes taxes & fees
22 Jul - 23 Jul
Main and Mountain Bar & Motel
Restaurant

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very Good, (701 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is AED 482
AED 535 total
includes taxes & fees
19 Jul - 20 Jul
The Upper Pass Lodge at Magic Mountain
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (220 reviews)
"Great facilities, fantastic views and neighborhood. Everything is so neat and clean. Live it and will come back."
United States
Meng
The price is AED 873
AED 923 total
includes taxes & fees
21 Jul - 22 Jul
Blue Vista Motor Lodge
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

Top Bennington Hotel Reviews

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

10/10 Excellent
"The property is lovely and has all the needed items for a short or long stay. Comfortable beds, a kitchen that could be used to make gourmet meals, and a gorgeous bathroom with a wonderful soaking tub. The location is convenient - right in downtown Bennington - and the shop below is the property owners’ and is filled with great food and drink. We really enjoyed our time here."
Rin F. 4-night trip
Posted 2 days ago
Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

Frequently asked questions

What can I expect from a motel trip to Bennington?
If you're having difficulty finding a motel in Bennington, consider some of the motels we suggest around the area or let us help you find something similar from over 49 hotels and other accommodations. Just use our search tools to filter by nightly room rate or cost-saving amenities such as free parking and free breakfast.
What are motels like?
Motels often include free parking, and many also include an outdoor pool. Often one or two stories tall, motel properties usually have outdoor access to guestrooms from the parking lot. In the U.S., motels became more commonplace at the end of the 1940s with the appeal of road trip vacations, peaking in the 1960s with over 60,000 properties.
What are the best motels in Bennington?
The Autumn Inn: If driving, you'll be within 22 minutes of Williams College. Enjoy access to the laundry facilities, and freebies including WiFi and parking. Knotty Pine: A seasonal outdoor pool along with freebies like breakfast, WiFi, and parking are available during your stay. You'll be located within 23 minutes of Williams College by car. Bennington Motor Inn: Enjoy access to the library, and freebies including WiFi and parking. If driving, you'll be within 20 minutes of Williams College.
How many motels can I expect to find in Bennington?
Expedia has 5 affordable motels in Bennington.
What things can I to do in Bennington?
As you're exploring the area, check out the ski slopes and enjoy the majestic mountain landscape. Visitors like Bennington for its shops, spas, and museums. Enjoy nature with a stop at Green Mountain National Forest and Harmen Hills Trail. You'll find these family-friendly sights in the area: Sugar Shack, Hopkins Observatory, and Buzzy Park. Some historical places you might want to see include Bennington Potters Yard, Old First Congregational Church, and Robert Frost Stone House Museum.
What's the seasonal weather like in Bennington?
Weather can make or break a roadtrip, so here's some data about year-round temperatures in Bennington to help you plan yours: 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 Bennington are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.
What are my options for getting around Bennington when staying in a motel?
We've gathered some information about local transportation options in Bennington to help you navigate your stay: Fly into Albany Intl. Airport (ALB), which is located 31.7 mi (51 km) away from the heart of the city. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 31.9 mi (51.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.