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Compare 21 Motels in Cheshire with updated reviews, rates, and availability.

FairBridge Inn Express

2.5 star property
5.4 out of 10, (705)
"Quiet "
The price is SAR 233
SAR 260 total
includes taxes & fees
13 Mar - 14 Mar
FairBridge Inn Express

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (688)
"Friendly and very affordable. Rooms are clean and updated. Best price and availability around. Would definitely recommend above other competitors. "
The price is SAR 259
SAR 289 total
includes taxes & fees
2 Mar - 3 Mar
The Villager Motel

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (713)
"spacious room. "
The price is SAR 296
SAR 331 total
includes taxes & fees
1 Mar - 2 Mar
Howard Johnson by Wyndham Lenox

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (904)
"Breakfast is great and has a lot of fresh fruit "
The price is SAR 300
SAR 336 total
includes taxes & fees
13 Mar - 14 Mar
Willows Motel Williamstown

Cozy Corner Motel

2.0 star property
9.0 out of 10, Wonderful, (788)
"The room was so nice! Such a great view, friendly, welcoming, and flexible staff. The location was perfect for getting to and from my work at the time. Would highly recommended!"
The price is SAR 293
SAR 345 total
includes taxes & fees
31 Mar - 1 Apr
Cozy Corner Motel

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (764)
"The room was very clean "
The price is SAR 323
SAR 360 total
includes taxes & fees
2 Mar - 3 Mar
Berkshire Inn

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (165)
"I rarely take the time to review anywhere I’ve stayed, but this place has stolen my heart! Its absolutely breathtaking property is second only to the friendliness of the staff. We couldn’t get enough of the sauna and hot tub with a view of the mountains, as well ans the evening firepit surrounded by andirondak chairs. The rooms and building is well maintained seemingly brand new. One of very few places I would stay again over and over! "
The price is SAR 591
SAR 624 total
includes taxes & fees
2 Mar - 3 Mar
Blue Vista Motor Lodge

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (600)
"Great location. Pleasant staff."
The price is SAR 259
SAR 289 total
includes taxes & fees
1 Mar - 2 Mar
Wagon Wheel Inn

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (963)
"The room and bathroom were very clean. "
The price is SAR 228
SAR 250 total
includes taxes & fees
4 Mar - 5 Mar
Pleasant Valley Motel West Stockbridge

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (585)
"It was close to Butternut on a snowy day. Very good for the value and what it is."
The price is SAR 225
SAR 251 total
includes taxes & fees
2 Mar - 3 Mar
Econo Lodge Lee - Great Barrington

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (544)
"Very happy with our stay."
The price is SAR 353
SAR 394 total
includes taxes & fees
2 Mar - 3 Mar
Maple Terrace Motel

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (837)
"Good for a sound sleep and basic breakfast"
The price is SAR 375
SAR 419 total
includes taxes & fees
2 Mar - 3 Mar
Howard Johnson by Wyndham Williamstown

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (396)
"This motel is very basic and the condition was okay but somewhat shabby. The building looked a little worn down. It met our needs overall but wasn’t particularly memorable. The property could benefit from a deep clean, some general maintenance handiwork and a fresh coat of paint. "
The price is SAR 246
SAR 266 total
includes taxes & fees
16 Mar - 17 Mar
Berkshire Travel Lodge

Heart of the Berkshires

9.4 out of 10, Exceptional, (3)
"Was great comfy quiet "
The price is SAR 317
SAR 411 total
includes taxes & fees
1 Mar - 2 Mar
Heart of the Berkshires

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (252)
"Very helpful, friendly, and attentive owners"
The price is SAR 296
SAR 331 total
includes taxes & fees
16 Mar - 17 Mar
Williamstown Motel

Sunset Inn

2.0 star property
7.6 out of 10, Good, (379)
"I think some of the unfavorable reviews I have seen are unfair. Everything is relative and, yes, this is clearly an older property that appears to be privately owned. Notwithstanding its age and some of the dated decor and furnishing, my room was very clean (cleaner than some I have stayed in at upscale hotels). It was one of the coldest nights of the year and the heat worked well and the water was hot. The television and WiFi worked and for my purposes (a one night layover on my way to visit...
The price is SAR 270
SAR 302 total
includes taxes & fees
1 Mar - 2 Mar
Sunset Inn

Becket Motel

2.5 star property
6.6 out of 10, (55)
"I liked how there was walking trails and shopping near by. "
Becket Motel

The Springs Motel

2.0 star property
8.8 out of 10, Excellent, (40)
"The outdoor fire pits and setting areas looked like a blast but it rained so we didn’t get a chance to hang outside. Next time! "
The price is SAR 453
SAR 497 total
includes taxes & fees
2 Mar - 3 Mar
The Springs Motel

Northside Motel

2.0 star property
6.6 out of 10, (109)
"Stayed here for Solid Sound Festival since it’s a 10 min drive to Mass MOCA. It was exactly what you’d expect from a motel. Clean and comfortable. Perfectly met our needs. Coffee, orange juice, water cooler, and some pastries were offered in the office in the morning. It also looked like they were in the process of upgrading as mattresses and other items were being removed from some of the room the morning we left. We’d stay here again."
Northside 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
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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Other property types in Cheshire

19th c. Barn in the Berkshires

9.6 out of 10, Exceptional, (84)
"This old barn was renovated into a great place to stay. Jane and Ian paid careful attention to details, light, colors, materials. Very comfortable and relaxing. The setting is gorgeous, and the sheep are fun. (FYI: It may be helpful to understand the layout and bathrooms: the new bathroom is at the far end of the smaller bedroom. This works great for a couple to have their own bathroom. The other bathroom is within the larger bedroom with the bunk bed, but in an area close to the door,...
19th c. Barn in the Berkshires

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1772)
"Absolutely outstanding! After a day of skiing at Jiminy my son & I checked into vacation village. Quick and efficient check in at the front desk by the gentleman working. Drove around to our bldg. unloaded our gear, changed into our swim trunks, grabbed a couple of cold ones and walked across the road to the hot tub! Just what the Dr. ordered! Our unit was clean & comfortable, slept great & were up and out early in the morning."
The price is SAR 409
SAR 486 total
includes taxes & fees
3 Mar - 4 Mar
Vacation Village in the Berkshires

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow
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 948 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. The Villager Motel: Free breakfast, free WiFi, and free parking are available during your stay. Central Cheshire is 12.3 mi (19.9 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. 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. Howard Johnson by Wyndham Lenox: 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.
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, 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.