A lake surrounded by autumn-colored trees and hills.

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Check prices for these dates

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug
In one month
28 Aug - 30 Aug
In two months
25 Sept - 27 Sept

Our top choices for Cheshire motels

Desk, iron/ironing board, free WiFi, bed sheets

1. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (861 reviews)
"Some of the furniture and rugs show age. The bed was comfortable and the staff was always available to help!"
United States
DAVID
The price is ₹5,880
₹6,568 total
includes taxes & fees
23 Aug - 24 Aug
FairBridge Inn Express
Courtyard

2. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (110 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 ₹14,791
₹16,225 total
includes taxes & fees
2 Aug - 3 Aug
The Springs Motel
Desk, iron/ironing board, free WiFi, bed sheets

3. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (901 reviews)
"Very clean and updated simple motel."
United States
christopher
The price is ₹8,607
₹9,614 total
includes taxes & fees
4 Aug - 5 Aug
Berkshire Inn
Mountain view

4. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (926 reviews)
"Great place"
United States
Donna
The price is ₹9,567
₹10,686 total
includes taxes & fees
2 Aug - 3 Aug
Howard Johnson by Wyndham Williamstown
Gazebo

5. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (935 reviews)
"Loved this place"
United States
Jeremy
The price is ₹9,039
₹10,607 total
includes taxes & fees
23 Aug - 24 Aug
Cozy Corner Motel
Property grounds

6. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (628 reviews)
"I was very satisfied with the stay. The room was extremely clean and comfortable. The outdoor space was very pleasant and peaceful; a beautiful setting. The staff was courteous and helpful."
United States
james
The price is ₹13,295
₹14,850 total
includes taxes & fees
23 Aug - 24 Aug
Maple Terrace Motel
Property grounds

7. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,001 reviews)
"This was an excellent stay in the Berkshires!"
United States
Richard
The price is ₹9,904
₹11,062 total
includes taxes & fees
12 Aug - 13 Aug
Willows Motel Williamstown
Reception

8. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (803 reviews)
"The price in this area is expensive and this motel provides a reasonable alternative!"
United States
qing
The price is ₹9,469
₹10,577 total
includes taxes & fees
6 Aug - 7 Aug
The Villager Motel
Exterior

9. Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (223 reviews)
"Comfortable and charming. The view and the hot tub made for a most relaxing weekend."
United States
kim
The price is ₹22,854
₹24,156 total
includes taxes & fees
4 Aug - 5 Aug
Blue Vista Motor Lodge
View from property

10. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (335 reviews)
"Very clean room and friendly staff. Lots of great restaurants close by."
United States
Robert
The price is ₹10,471
₹11,697 total
includes taxes & fees
13 Aug - 14 Aug
Williamstown Motel
In-room dining

11. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (679 reviews)
"Good location to towns in area"
United States
William
The price is ₹7,367
₹8,229 total
includes taxes & fees
2 Aug - 3 Aug
Econo Lodge Lee - Great Barrington
Outdoor pool

12. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (496 reviews)
"I have stayed here many times in the past when visiting the area. I feel it is a good value as I am just looking for a place to shower and sleep that is clean and comfortable. The staff will ask, almost daily, if everything is okay or if there is something I need."
United States
George
The price is ₹6,455
₹7,230 total
includes taxes & fees
2 Aug - 3 Aug
Berkshire Travel Lodge
Lake view

13. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (8 reviews)
The price is ₹12,832
₹14,333 total
includes taxes & fees
24 Aug - 25 Aug
Berkshire Lake Lodge
In-room safe, desk, laptop workspace, iron/ironing board

14. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (891 reviews)
"Great place"
United States
Luciane
The price is ₹7,559
₹8,443 total
includes taxes & fees
30 Aug - 31 Aug
Howard Johnson by Wyndham Lenox
Front of property

15. Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
The price is ₹10,445
₹14,872 total
includes taxes & fees
11 Aug - 12 Aug
Becket Motel
Seasonal outdoor pool

16. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (428 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
The price is ₹9,503
₹10,615 total
includes taxes & fees
24 Aug - 25 Aug
Sunset Inn
Children’s activities

17. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Very comfortable. Will stay there again"
United States
Peter
The price is ₹6,628
₹7,271 total
includes taxes & fees
9 Aug - 10 Aug
Pleasant Valley Motel West Stockbridge
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.
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Top Cheshire Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"While not a top-notch place to stay, for the price it is a good value particularly given that you have more space for less cost than just a good motel room and can do some cooking and meal prep on your own. The check-in is always smooth and the accommodations reasonably comfortable. Setting is very nice, particularly if you get a room/suite that isn't looking onto the parking lot/driveway area. We continue to stay here, even though every stay finds something that wasn't caught in the room clean-up but not really a housekeepers problem - this time it was a failing toaster and a micro-wave that wanted to make a noise all the time."
Nathaniel 1-night trip
Posted 10 hours ago
Vacation Village in the Berkshires

Find out more about Cheshire

Cheshire Motels information

Number of reviews
9,275
Accommodation
26 Motels
Lowest Price
₹6,568
Highest Price
₹24,156

Frequently asked questions

What can I expect from a motel trip to Cheshire?
If you can't find a motel in Cheshire, allow Expedia help you find a motel or something similar from over 998 accommodation choices in the larger area. Just use our search tools to filter by price per night or money-saving amenities such as free breakfast and free airport transport.
What are motels like?
At most motels, you'll often find free parking and an outdoor pool. When you stay at a motel, you'll usually access your room directly from the car park. The word "motel" was conceived in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Cheshire?
Here you'll find some of our customers' favourite motels to choose from in the larger area. FairBridge Inn Express is located 10.8 km from the heart of Cheshire. Enjoy access to the business centre, and freebies including WiFi and self-parking. Howard Johnson by Wyndham Lenox: Free parking, a 24-hour front desk and coffee in the lobby are available during your stay. Central Cheshire is 12.2 mi (19.6 km) away. Willows Motel Williamstown: Enjoy access to the library, and freebies including breakfast, WiFi and self-parking. Located 10.1 mi (16.2 km) from the heart of Cheshire. Berkshire Inn: Central Cheshire is 9.6 mi (15.5 km) away. A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities such as a microwave. Berkshire Travel Lodge: 19.6 mi (31.5 km) from the heart of Cheshire. Enjoy access to the terrace, and freebies including breakfast, WiFi and self-parking.
What can I do in Cheshire?
Enjoy nature with a stop at Mount Greylock State Reservation and Cheshire Reservoir. You'll find these family-friendly sights in the area: Berkshire Museum, Bousquet Ski Area and Land of Providence. While you're exploring the area, consider visiting St Mary's of the Assumption Church, Mount Greylock State Reservation Visitor Center and Susan B. Anthony Birthplace Museum.
What's the weather like in Cheshire?
Weather can make or break a road trip, so here's some data about year-round temperatures in Cheshire to help you plan yours: The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Cheshire are January, March, February and November, with each month seeing an average of 17 cm of snowfall.
What are my options for getting around Cheshire while staying in a motel?
We've gathered some information about getting around Cheshire to help you navigate your stay: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 11.5 mi (18.5 km) away from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 33.6 mi (54 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.

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