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
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Bennington motels

A two-story building with a white exterior, a porch with a white railing, and a staircase leading to the upper floor.

1. Bennington Motor Inn

Bennington Motor Inn
2.0 star property
Bennington
7.6 out of 10, Good, (494 reviews)
"Roadside motor inn. Outdated, priced right, safe and reasonably clean for its age."
United States
Jay
The price is ₩115,432
₩125,821 total
includes taxes & fees
Sep 27 - Sep 28
Bennington Motor Inn
A snow-covered gazebo with a clear view of the surrounding trees and a bright sun in the background.

2. Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (604 reviews)
"The restaurant next door was a big plus. Very quiet location."
United States
William
Harwood Hill Motel
A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.

3. Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.2 out of 10, Very good, (167 reviews)
"Quaint little motel that was clean and just enough for a one night stay"
United States
Carol
The price is ₩187,258
₩204,105 total
includes taxes & fees
Sep 27 - Sep 28
Knotty Pine
A row of single-story cabins with individual porches, each featuring a chair and a small table.

4. West Road Motel

West Road Motel
2.0 star property
Bennington
5.0 out of 10, (126 reviews)
"Newly acquired motel is being remodeled. Bathroom was newly done and in great shape. Big fridge in the room for our use. Large TV as well. Motel looked like an old motel that needed some updates."
United States
Wesley G
The price is ₩135,160
₩147,324 total
includes taxes & fees
Sep 26 - Sep 27
West Road Motel
A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.

5. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (427 reviews)
"Very nice setup for a solo traveler. Would be tight for a couple."
United States
Robert
The price is ₩117,473
₩129,220 total
includes taxes & fees
Oct 20 - Oct 21
Brittany Motel
A mountain with autumn foliage and a bridge in the foreground.

6. Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (190 reviews)
"Everything was welcoming from check in to check out. Room was clean and spacious. Property is beautiful if you just wanted to veg outdoors. It’s fairly close to Manchester and apple picking is right down the road. If I were to be in the area again, I would definitely stay here again."
United States
Marianne
The price is ₩148,754
₩162,141 total
includes taxes & fees
Sep 28 - Sep 29
Aerie Inn of Vermont
A cozy living room with two sofas, a coffee table, and a lamp. There is a wooden ceiling with exposed beams and a ceiling fan.

7. The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (606 reviews)
"amazing breakfast!"
United States
Matheus
The price is ₩271,685
₩298,853 total
includes taxes & fees
Sep 26 - Sep 27
The Olympia Lodge
A spacious kitchen with wooden cabinets, a large island, and a dining area with floral tablecloths.

8. Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (561 reviews)
"Partially updated. Still needs some adjustments but it was clean and comfortable. Breakfast was good."
United States
Catharina
The price is ₩183,177
₩201,494 total
includes taxes & fees
Oct 25 - Oct 26
Four Winds Country Motel
A stone fountain surrounded by rocks, with a house in the background.

9. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (804 reviews)
"Loved the fireplace"
United States
James
The price is ₩146,219
₩160,841 total
includes taxes & fees
Oct 1 - Oct 2
Weathervane Motel
An outdoor seating area with Adirondack chairs and potted plants.

10. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (953 reviews)
"Lovely classic motel with attentive staff. Owner lives on property and is very engaging. Lovely grounds."
United States
Jonathan
The price is ₩120,415
₩141,535 total
includes taxes & fees
Sep 27 - Sep 28
Cozy Corner Motel
A kitchen with a countertop, a refrigerator, and a window.

11. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (825 reviews)
"We stayed one night in July. Easy check-in and clean room."
United States
Rebecca
The price is ₩121,507
₩135,719 total
includes taxes & fees
Sep 27 - Sep 28
The Villager Motel
A pathway leading to a seating area with chairs and a table, surrounded by a grassy field and a forested hill.

12. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (221 reviews)
"Clean, modern, and peaceful."
Canada
Omar
The price is ₩141,304
₩197,176 total
includes taxes & fees
Sep 29 - Sep 30
Otherland Hotel
A garden with a swing set, a blue chair, and a flower bed.

13. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (641 reviews)
"Very helpful and friendly staff."
United States
Deborah
The price is ₩176,210
₩196,822 total
includes taxes & fees
Oct 25 - Oct 26
Maple Terrace Motel
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

14. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,001 reviews)
"The staff are what truly makes this property special. They are so nice and accomodating."
United States
Linda
The price is ₩141,372
₩157,905 total
includes taxes & fees
Sep 27 - Sep 28
Willows Motel Williamstown
A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

15. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (347 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is ₩150,178
₩167,749 total
includes taxes & fees
Sep 27 - Sep 28
Williamstown Motel
A building with a covered parking area and a grassy front yard.

16. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (947 reviews)
"Great place"
United States
Donna
The price is ₩136,511
₩152,483 total
includes taxes & fees
Sep 27 - Sep 28
Howard Johnson by Wyndham Williamstown
A modern hotel lobby with a wooden herringbone floor, a green wall with 'Chalet 289' signage, a bench with white cushions, and a reception desk with a trash bin and storage baskets.

17. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (148 reviews)
"We enjoyed staying the night during a road trip - very comfortable with welcoming staff."
United States
Ruth
The price is ₩155,618
₩171,179 total
includes taxes & fees
Oct 4 - Oct 5
Chalet 239
A fire pit with four Adirondack chairs arranged around it, overlooking a snowy landscape with distant mountains.

18. Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (230 reviews)
"Very nice place to stay with captivating view"
United States
Frederic
The price is ₩292,398
₩309,065 total
includes taxes & fees
Oct 26 - Oct 27
Blue Vista Motor Lodge
A patio area with outdoor furniture, a fire pit, and potted plants.

19. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (120 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is ₩158,282
₩173,636 total
includes taxes & fees
Sep 29 - Sep 30
The Springs Motel
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.

20. 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, (707 reviews)
"Very nice staff easy access to everything good for dogs clean pool"
United States
Terry
The price is ₩122,773
₩140,576 total
includes taxes & fees
Sep 27 - Sep 28
The Upper Pass Lodge at Magic Mountain
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

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Muy conveniente y cerca del bike park"
Omar 2-night trip
Posted 1 day ago
The Black Bear Lodge at Stratton Mountain Resort

Find out more about Bennington

Bennington Motels information

Number of reviews
7,787
Accommodation
13 Motels
Lowest Price
₩125,821
Highest Price
₩309,065

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 51 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?
Knotty Pine: Stay within a quick 1-minute drive of Green Mountain National Forest. Enjoy access to the seasonal outdoor pool, and freebies including breakfast, WiFi, and parking. Bennington Motor Inn: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. It's located within a quick 1-minute drive of Green Mountain National Forest. Harwood Hill Motel: Enjoy access to the picnic area, and freebies including breakfast, WiFi, and parking. Stay within a quick 1-minute drive of Green Mountain National Forest.
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. These are some of the parks and outdoorsy places: Green Mountain National Forest, Harmon Hill, 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 Old First Congregational Church, Bennington Potters Yard, 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.