A lake surrounded by autumn-colored trees and hills.

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Check prices for these dates

Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug
In one month
11 Sep - 13 Sep
In two months
9 Oct - 11 Oct

Our top choices for Cheshire motels

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

1. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (872 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 SAR 212
SAR 237 total
includes taxes & fees
17 Aug - 18 Aug
FairBridge Inn Express
Courtyard

2. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (112 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 SAR 471
SAR 517 total
includes taxes & fees
14 Sep - 15 Sep
The Springs Motel
Gazebo

3. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (938 reviews)
"Loved this place"
United States
Jeremy
The price is SAR 331
SAR 389 total
includes taxes & fees
13 Sep - 14 Sep
Cozy Corner Motel
Desk, iron/ironing board, WiFi (free), bed sheets

4. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (908 reviews)
"This is a clean, functional hotel. There are no frills, but it suits for a night or so. I wouldn’t recommend it for longer stays."
United States
Danielle
The price is SAR 338
SAR 377 total
includes taxes & fees
19 Aug - 20 Aug
Berkshire Inn
View from property

5. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (338 reviews)
"Very clean room and friendly staff. Lots of great restaurants close by."
United States
Robert
The price is SAR 385
SAR 430 total
includes taxes & fees
13 Sep - 14 Sep
Williamstown Motel
Property grounds

6. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (632 reviews)
"The place is a gem, great rooms, beautiful big garden, amazing heated pool , and adjacent to a farm, loved watching the horses."
United States
Annette
The price is SAR 469
SAR 524 total
includes taxes & fees
8 Sep - 9 Sep
Maple Terrace Motel
Property grounds

7. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,000 reviews)
"This was an excellent stay in the Berkshires!"
United States
Richard
The price is SAR 389
SAR 434 total
includes taxes & fees
25 Aug - 26 Aug
Willows Motel Williamstown
Mountain view

8. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (932 reviews)
"Great place"
United States
Donna
The price is SAR 375
SAR 419 total
includes taxes & fees
17 Aug - 18 Aug
Howard Johnson by Wyndham Williamstown
Reception

9. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (813 reviews)
"We stayed one night in July. Easy check-in and clean room."
United States
Rebecca
The price is SAR 334
SAR 373 total
includes taxes & fees
6 Sep - 7 Sep
The Villager Motel
Exterior

10. Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (224 reviews)
"Very nice place to stay with captivating view"
United States
Frederic
The price is SAR 892
SAR 943 total
includes taxes & fees
15 Sep - 16 Sep
Blue Vista Motor Lodge
Children's activities

11. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"Very comfortable. Will stay there again"
United States
Peter
The price is SAR 260
SAR 285 total
includes taxes & fees
19 Aug - 20 Aug
Pleasant Valley Motel West Stockbridge
Outdoor pool

12. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (501 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is SAR 253
SAR 284 total
includes taxes & fees
20 Aug - 21 Aug
Berkshire Travel Lodge
Seasonal outdoor pool

13. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (432 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
The price is SAR 355
SAR 397 total
includes taxes & fees
1 Sep - 2 Sep
Sunset Inn
Lake view

14. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (12 reviews)
"excellent lakeside view"
United States
mike
The price is SAR 619
SAR 692 total
includes taxes & fees
23 Aug - 24 Aug
Berkshire Lake Lodge
In-room dining

15. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (688 reviews)
"The outside of the hotel needed a lot of upkeep like paint and the stairs were particularly ugly. The inside was clean and neat and the people were wonderful. Great for a budget hotel."
United States
Lynne
The price is SAR 252
SAR 282 total
includes taxes & fees
9 Sep - 10 Sep
Econo Lodge Lee - Great Barrington
Front of property

16. Becket Motel

Becket Motel
2.5 star property
Becket
6.6 out of 10, (63 reviews)
"Comfortable stay "
United States
Paul
The price is SAR 399
SAR 571 total
includes taxes & fees
27 Aug - 28 Aug
Becket Motel
In-room safe, desk, laptop workspace, iron/ironing board

17. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (894 reviews)
"Great hotel for a reasonable price. The only drawback is that they didn’t offer shampoos and body wash like most hotels but otherwise a great value."
United States
Sheila
The price is SAR 297
SAR 331 total
includes taxes & fees
31 Aug - 1 Sep
Howard Johnson by Wyndham Lenox
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"A real gem. Wonderfully situated. Spacious rooms. Friendly service. I forgot a camera battery charger in the room and the hotel staff kept it for my son to pick up. So very efficient and honest staff. We will definitely consider staying here again."
Moncef 3-night trip
Posted 1 hour ago
Berkshire Mountain Lodge

Frequently asked questions

What can I expect from a motel trip to Cheshire?
If you can't find a motel in Cheshire, let Expedia help you find a motel or something similar from over 999 accommodations in the larger area. Simply use our search tools to filter by price per night or cost-saving amenities such as free parking and free breakfast.
What are motels like?
When you stay at a motel, you'll often find an outdoor pool and a free parking spot. With a stay at a motel, you'll usually access your room directly from the parking lot. The word "motel" was invented in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Cheshire?
These are some of Expedia customers' favorite motels in the larger area. FairBridge Inn Express is located 6.7 mi (10.8 km) from the heart of Cheshire. Enjoy access to the business center, and freebies including WiFi and 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 parking. Located 10.1 mi (16.2 km) from the heart of Cheshire. Cozy Corner Motel: Central Cheshire is 12.2 mi (19.6 km) away. A lazy river along with freebies like breakfast, WiFi, and parking are available during your stay. 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 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 Hotchkiss Mobile Studio. While you're checking out the area, consider visiting St Mary's of the Assumption Church, Mount Greylock State Reservation Visitor Center, and Mount Greylock.
What's the weather like in Cheshire?
Weather can make or break a roadtrip, 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 temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Cheshire are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What are my options for getting around Cheshire when 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 city center. 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, you may want a rental car for your journey.