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Search Motels in Cheshire

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Compare 20 Motels in Cheshire with updated reviews, rates, and availability.

Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (616)
"Clean, comfortable. Fast check-in with friendly person. Will use again"
The price is SAR 334
SAR 373 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Howard Johnson by Wyndham Lenox
Berkshire Inn
2.0 star property
7.6 out of 10, Good, (668)
"No problem "
The price is SAR 375
SAR 419 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Berkshire Inn
The Villager Motel
2.0 star property
8.8 out of 10, Excellent, (603)
"Clean, quiet, easy parking and location. Friendly, available and helpful staff. "
The price is SAR 296
SAR 331 total
includes taxes & fees
18 Jum. II - 19 Jum. II
The Villager Motel
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Berkshire Travel Lodge
2.5 star property
5.4 out of 10, (325)
"Nice and clean"
The price is SAR 253
SAR 273 total
includes taxes & fees
1 Raj. - 2 Raj.
Berkshire Travel Lodge
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (514)
"Stairs to second floor did not feel safe"
The price is SAR 263
SAR 293 total
includes taxes & fees
23 Jum. II - 24 Jum. II
Econo Lodge Lee - Great Barrington
Pleasant Valley Motel West Stockbridge
2.0 star property
6.8 out of 10, (910)
"Average property; has the basics for an overnight stay."
The price is SAR 231
SAR 254 total
includes taxes & fees
24 Jum. II - 25 Jum. II
Pleasant Valley Motel West Stockbridge
Willows Motel Williamstown
2.0 star property
8.8 out of 10, Excellent, (801)
"Clean room and comfortable bed. Quiet. Excellent breakfast options of fresh fruit, muffins, granola and bagels. Staff was friendly and courteous. "
The price is SAR 371
SAR 415 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Willows Motel Williamstown
Cozy Corner Motel
2.0 star property
9.0 out of 10, Wonderful, (688)
"The staff is amazing!!"
The price is SAR 317
SAR 364 total
includes taxes & fees
23 Jum. II - 24 Jum. II
Cozy Corner Motel
Wagon Wheel Inn
2.0 star property
7.2 out of 10, Good, (547)
"Good basic clean room. Have stayed here several times while in town for business. Great room and location for a very reasonable price"
The price is SAR 259
SAR 289 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Wagon Wheel Inn
Williamstown Motel
2.0 star property
8.6 out of 10, Excellent, (554)
"Excellent! I would stay again. "
The price is SAR 316
SAR 352 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Williamstown Motel
Howard Johnson by Wyndham Williamstown
2.0 star property
6.4 out of 10, (777)
"Stay was good, nice staff, nice beds..negative..dis not provide "free breakfast" as advertised..so no food. None at all"
The price is SAR 413
SAR 461 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Howard Johnson by Wyndham Williamstown
Sunset Inn
2.0 star property
7.6 out of 10, Good, (355)
"A surprisingly comfortable stay at a price 1/3 of the big name hotels. Great location. Quiet. Owner is a very nice gentleman. "
The price is SAR 319
SAR 356 total
includes taxes & fees
1 Raj. - 2 Raj.
Sunset Inn
Blue Vista Motor Lodge
2.0 star property
9.8 out of 10, Exceptional, (117)
"All just awesome the people the views Just wonderful "
The price is SAR 670
SAR 708 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Blue Vista Motor Lodge
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (511)
"Owners were very pleasant. The room was very clean and the breakfast was excellent."
The price is SAR 446
SAR 499 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Maple Terrace Motel
The Springs Motel
2.0 star property
8.8 out of 10, Excellent, (24)
"The Springs is a wonderful place! The renovations are so well done. We've stayed 3 times in 3 different rooms all were excellent but the honeymoon suite is my favorite. The beds are comfortable and the rooms are clean. The retro vibe of the place is downright adorable. With firepits, grills and a multitude of outdoor activities it was like staying at a mini resort. The staff is wonderful. The Springs is tucked away from the hustle and bustle of the area so it's quiet and safe but you will need...
The price is SAR 506
SAR 556 total
includes taxes & fees
18 Jum. II - 19 Jum. II
The Springs Motel
Becket Motel
2.5 star property
6.4 out of 10, (47)
"It was a nice little motel and a comfy bed! the only complaint I had was the heating. It was a relatively chilly night and was pretty cold in the room. I tried to follow the instructions to turn the heating dial up but it didn't seem to make a difference. If they could provide extra blankets in the closet for nights like these, that would be appreciated!"
The price is SAR 306
SAR 467 total
includes taxes & fees
7 Raj. - 8 Raj.
Becket Motel
FairBridge Inn Express
2.5 star property
5.2 out of 10, (561)
"Run down "
The price is SAR 259
SAR 289 total
includes taxes & fees
23 Jum. II - 24 Jum. II
FairBridge Inn Express
Northside Motel
2.0 star property
6.6 out of 10, (108)
"Hey Vinny was a very nice host and the room was clean "
The price is SAR 521
SAR 582 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Northside Motel
Green Valley Motel
2.0 star property
6.6 out of 10, (101)
"I felt that It was a dirty on the outisde and the paint chips on the outside took away the pleasant view of it "
Green Valley Motel
The Weathervane Motel
2.0 star property
7.2 out of 10, Good, (128)
"Booked a king bed but when I got there they told me no cable in that room. They gave me a room with a double bed that were on top of being small were very uncomfortable plus so much dust in air conditioner my allergies were affected plus it stunk couldn’t stay had to repack and go drive around and find a clean hotel plus staff never used a mask or gloves when I went back next day because I forgot my meds in drawer He told me he already cleaned room and there was nothing in the room I walked past...
The Weathervane Motel
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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.

Other property types in Cheshire

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (859)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is SAR 597
SAR 654 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Jiminy Peak Mountain Resort
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (8)
"I really loved my stay at this beautiful property surrounded by nature and peacefulness in the Berkshire mountains. The owners were great too with communication and making things easy for check in and check out. Highly recommend this place!"
Pristine Home In Becket Woods
Peace and quiet on the lake
9.6 out of 10, Exceptional, (186)
"The house was clean and cozy. The kitchen was well stocked, especially important as we like to cook at home. Justin was responsive when I contacted him with questions. Love that the house was dog friendly with a fenced in back yard. The house has been updated inside but the deck needs some TLC, which I am sure are in the plans. A perfect get away!"
Peace and quiet on the lake
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.

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 888 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 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 Hopkins Observatory. 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, April, March, and February, with each month seeing an average of 8 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.

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