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28 Nov - 30 Nov
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19 Dec - 21 Dec
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16 Jan - 18 Jan

Motels in Cheshire

Exterior
Cozy Corner Motel

Cozy Corner Motel

2.0 star property
Williamstown
9.2 out of 10, Wonderful, (882)
"Clean, Great Staff, Quiet"
United States
john
The price is AED 274
AED 324 total
includes taxes & fees
19 Nov - 20 Nov
Cozy Corner Motel
Exterior
The Villager Motel

The Villager Motel

2.0 star property
Williamstown
8.8 out of 10, Excellent, (761)
"It's very good for stay over"
United States
Frances
The price is AED 253
AED 283 total
includes taxes & fees
1 Dec - 2 Dec
The Villager Motel
Seasonal outdoor pool
Sunset Inn

Sunset Inn

2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is AED 314
AED 351 total
includes taxes & fees
2 Dec - 3 Dec
Sunset Inn
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (824)
"Staff was very friendly and helpful."
United States
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
19 Nov - 20 Nov
Howard Johnson by Wyndham Lenox
Exterior detail
Maple Terrace Motel

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (584)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is AED 364
AED 406 total
includes taxes & fees
19 Nov - 20 Nov
Maple Terrace Motel
Courtyard
The Springs Motel

The Springs Motel

2.0 star property
New Ashford
9.2 out of 10, Wonderful, (87)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is AED 391
AED 429 total
includes taxes & fees
19 Nov - 20 Nov
The Springs Motel
Exterior detail
Williamstown Motel

Williamstown Motel

2.0 star property
Williamstown
9.4 out of 10, Exceptional, (312)
"Was upgraded to a larger room for no special reason. Very nice proprietor. For budget priced accommodations, this is an excellent value. Would definitely stay here again if I am in the area."
United States
DAVID
The price is AED 317
AED 354 total
includes taxes & fees
25 Nov - 26 Nov
Williamstown Motel
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (838)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is AED 279
AED 312 total
includes taxes & fees
24 Nov - 25 Nov
Berkshire Inn
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2.0 star property
West Stockbridge
6.8 out of 10, (1001)
"good average place to stay."
United States
Terry
The price is AED 223
AED 245 total
includes taxes & fees
23 Nov - 24 Nov
Pleasant Valley Motel West Stockbridge
Single Room | 1 bedroom, in-room safe, desk, free WiFi
Blue Vista Motor Lodge

Blue Vista Motor Lodge

2.0 star property
North Adams
9.8 out of 10, Exceptional, (194)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is AED 656
AED 693 total
includes taxes & fees
19 Nov - 20 Nov
Blue Vista Motor Lodge
Exterior
Willows Motel Williamstown

Willows Motel Williamstown

2.0 star property
Williamstown
9.0 out of 10, Wonderful, (986)
"Br and rooms were cleaneakfast was excellent"
United States
Joseph
The price is AED 281
AED 314 total
includes taxes & fees
1 Dec - 2 Dec
Willows Motel Williamstown
Property grounds
Wagon Wheel Inn

Wagon Wheel Inn

2.0 star property
Lenox
7.0 out of 10, Good, (641)
"Beautiful area. Close to Mt. Greylock, Octobrr Mountain and Pleasant Valley Audubon."
United States
Benjamin
The price is AED 253
AED 283 total
includes taxes & fees
19 Nov - 20 Nov
Wagon Wheel Inn
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2.0 star property
Lee
6.4 out of 10, (647)
"Great place. , good staff "
United States
ketul
The price is AED 215
AED 241 total
includes taxes & fees
2 Dec - 3 Dec
Econo Lodge Lee - Great Barrington
Pool
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

2.0 star property
Williamstown
6.6 out of 10, (899)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is AED 367
AED 410 total
includes taxes & fees
19 Nov - 20 Nov
Howard Johnson by Wyndham Williamstown
Front of property
Becket Motel

Becket Motel

2.5 star property
Becket
6.8 out of 10, (60)
"Comfortable stay "
United States
Paul
The price is AED 328
AED 489 total
includes taxes & fees
20 Nov - 21 Nov
Becket Motel
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

2.5 star property
Austerlitz
5.4 out of 10, (458)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is AED 251
AED 281 total
includes taxes & fees
19 Nov - 20 Nov
Berkshire Travel Lodge
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

2.5 star property
Pittsfield
5.4 out of 10, (810)
"Room spotless and staff helpful."
United States
William
The price is AED 275
AED 308 total
includes taxes & fees
19 Nov - 20 Nov
FairBridge Inn Express
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

10/10 Excellent
"My room was amazing nice view of the mountains the staff were very friendly they have a beautiful indoor pool amazing hot tub and cute movie theater along with a game room and other activities "
Teresa 2-night trip
Posted 1 day ago
Vacation Village in the Berkshires

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 992 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 WiFi, free parking, and a 24-hour front desk are available during your stay. Central Cheshire is 12.2 mi (19.6 km) away. Howard Johnson by Wyndham Williamstown: Enjoy access to the business center, and freebies including breakfast, WiFi, and parking. Located 9.7 mi (15.6 km) from the heart of Cheshire. The Springs Motel: Central Cheshire is 4.7 mi (7.6 km) away. A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like a private yard. Berkshire Inn: 9.6 mi (15.5 km) from the heart of Cheshire. Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking.
What can I do in Cheshire?
Some outdoorsy places nearby include Mount Greylock State Reservation, Mount Greylock State Reservation Visitor Center, and Mount Greylock. You'll find these family-friendly sights in the area: Berkshire Museum, Bousquet Ski Area, and Berkshire Scenic Railway Museum. While you're checking out the area, consider visiting St Mary's of the Assumption Church, Wahconah Falls State Park, and Crane Museum of Papermaking.
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.