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10 Oct - 12 Oct
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17 Oct - 19 Oct
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31 Oct - 2 Nov
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28 Nov - 30 Nov

Motels in Cheshire

Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (803)
"Great place to stay for overnight stays. Breakfast was appreciated."
The price is AED 290
AED 324 total
includes taxes & fees
2 Oct - 3 Oct
Howard Johnson by Wyndham Lenox
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (785)
"Good service and people"
The price is AED 294
AED 329 total
includes taxes & fees
14 Oct - 15 Oct
FairBridge Inn Express
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (822)
"The bed was very comfortable."
The price is AED 316
AED 353 total
includes taxes & fees
2 Oct - 3 Oct
Berkshire Inn
Howard Johnson by Wyndham Williamstown
Pool

Howard Johnson by Wyndham Williamstown

2.0 star property
6.6 out of 10, (883)
"All good except needs updating in rooms and add a microwave, more updated breakfast room needed."
The price is AED 367
AED 410 total
includes taxes & fees
2 Oct - 3 Oct
Howard Johnson by Wyndham Williamstown
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (302)
"The rooms are dated but very clean and neat. This family run motel is convenient to everything in Williamstown and the university. The check-in was easy and staff were knowledgeable and kind."
The price is AED 360
AED 402 total
includes taxes & fees
2 Oct - 3 Oct
Williamstown Motel
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (744)
"Perfect location for our passing through vacay."
The price is AED 364
AED 406 total
includes taxes & fees
5 Oct - 6 Oct
The Villager Motel
Willows Motel Williamstown
Exterior

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (956)
"Very quaint inn, comfortable beds, very clean. Most cheerful staff and great fresh fruit and variety at breakfast."
The price is AED 327
AED 366 total
includes taxes & fees
7 Oct - 8 Oct
Willows Motel Williamstown
Cozy Corner Motel
Exterior

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (864)
"Clean, well appointed with everything we needed"
The price is AED 383
AED 449 total
includes taxes & fees
15 Oct - 16 Oct
Cozy Corner Motel
Berkshire Travel Lodge
Outdoor pool

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (447)
"The motel seems to be managed and cleaned by the owners. Not the ritz, but clean and a bargain compared with other lodging in the area. The owner was very responsive. "
The price is AED 248
AED 278 total
includes taxes & fees
2 Oct - 3 Oct
Berkshire Travel Lodge
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (68)
"Quiet and quaint place. I have stayed a couple of times."
The price is AED 358
AED 392 total
includes taxes & fees
2 Oct - 3 Oct
The Springs Motel
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (635)
"This property seemed improved over my last stay. It was clean and convenient for access to the local area amenities. I would stay there the next time I am in the area."
The price is AED 247
AED 276 total
includes taxes & fees
27 Oct - 28 Oct
Econo Lodge Lee - Great Barrington
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (577)
"Excellent place. Bountiful view. "
The price is AED 511
AED 570 total
includes taxes & fees
2 Oct - 3 Oct
Maple Terrace Motel
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (628)
"Convenient location for my trip"
The price is AED 290
AED 324 total
includes taxes & fees
2 Oct - 3 Oct
Wagon Wheel Inn
Pleasant Valley Motel West Stockbridge
Exterior

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (1002)
"good average place to stay."
The price is AED 223
AED 245 total
includes taxes & fees
1 Nov - 2 Nov
Pleasant Valley Motel West Stockbridge
Blue Vista Motor Lodge
Single Room | 1 bedroom, in-room safe, desk, free WiFi

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (188)
"the place is clean, and staff was welcome"
The price is AED 966
AED 1,022 total
includes taxes & fees
6 Oct - 7 Oct
Blue Vista Motor Lodge
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (407)
"The staff is a one man operation,Which he is a very nice man,does a good job keeping up with the cleaning.Location is great walking distance to the town and plenty of restaurants."
The price is AED 367
AED 410 total
includes taxes & fees
6 Oct - 7 Oct
Sunset Inn
Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is AED 349
AED 513 total
includes taxes & fees
2 Oct - 3 Oct
Becket Motel
Heart of the Berkshires
Economy Cabin | Premium bedding, individually decorated, free WiFi, bed sheets

Heart of the Berkshires

7.2 out of 10, Good, (9)
"Was great comfy quiet "
Heart of the Berkshires
Northside Motel
Exterior

Northside Motel

2.0 star property
6.6 out of 10, (109)
"Hey Vinny was a very nice host and the room was clean "
Northside Motel
Green Valley Motel
Free WiFi, bed sheets, alarm clocks

Green Valley Motel

2.0 star property
6.6 out of 10, (101)
"Had a great stay here. A basic motel with everything you need and friendly staff."
Green Valley Motel
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

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great place! Food excellent ss well!"
Crystal 1-night trip
Posted 19 hours ago
The Red Lion Inn

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 997 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. Howard Johnson by Wyndham Lenox is located 12.2 mi (19.6 km) from the heart of Cheshire. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Howard Johnson by Wyndham Williamstown: A business center along with freebies like breakfast, WiFi, and parking are available during your stay. Central Cheshire is 9.7 mi (15.6 km) away. Berkshire Inn: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Located 9.6 mi (15.5 km) from the heart of Cheshire. FairBridge Inn Express: Central Cheshire is 6.7 mi (10.8 km) away. Free WiFi and free parking are available during your stay, along with room amenities like 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 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 Zema's Nursery. While you're checking out the area, consider visiting St Mary's of the Assumption Church, Brodie Mountain, and Jiminy Peak Mountain Resort.
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.