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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

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

FairBridge Inn Express
Room

FairBridge Inn Express

2.5 star property
5.4 out of 10, (703)
"Quiet "
The price is AED 228
AED 255 total
includes taxes & fees
5 Mar - 6 Mar
FairBridge Inn Express
The Villager Motel
Front of property

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (685)
"Friendly and very affordable. Rooms are clean and updated. Best price and availability around. Would definitely recommend above other competitors. "
The price is AED 253
AED 283 total
includes taxes & fees
23 Feb - 24 Feb
The Villager Motel
Howard Johnson by Wyndham Lenox
Outdoor pool

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (713)
"spacious room. "
The price is AED 290
AED 324 total
includes taxes & fees
23 Feb - 24 Feb
Howard Johnson by Wyndham Lenox
Willows Motel Williamstown
Room

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (900)
"Paul was a lifesaver! I had to make a last minute, late night trip up to Williams. Due to weather, the driving conditions were awful, and I didn't get in until well after midnight. Paul called to check on me while I was on my drive, and made sure I got settled into the room. The room was so warm and cozy - exactly what I needed after a harrowing drive. Thank you Paul!"
The price is AED 294
AED 329 total
includes taxes & fees
6 Mar - 7 Mar
Willows Motel Williamstown
Cozy Corner Motel
Room

Cozy Corner Motel

2.0 star property
9.0 out of 10, Wonderful, (787)
"I was surprised by what I got for the price point of the motel. It was clean and there were no odors to consider; sorry, but I find that many inexpensive hotels smell of stale smoke, but not this one. The bathroom was surprisingly nice and it was a positive experience. I'd use them again. "
The price is AED 272
AED 321 total
includes taxes & fees
23 Feb - 24 Feb
Cozy Corner Motel
Berkshire Inn
Outdoor pool

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (764)
"The room was very clean "
The price is AED 316
AED 353 total
includes taxes & fees
23 Feb - 24 Feb
Berkshire Inn
Blue Vista Motor Lodge
Front of property

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 AED 578
AED 611 total
includes taxes & fees
23 Feb - 24 Feb
Blue Vista Motor Lodge
Wagon Wheel Inn
Exterior

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (599)
"Great location. Pleasant staff."
The price is AED 253
AED 283 total
includes taxes & fees
21 Feb - 22 Feb
Wagon Wheel Inn
Pleasant Valley Motel West Stockbridge
Exterior

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 AED 223
AED 245 total
includes taxes & fees
25 Feb - 26 Feb
Pleasant Valley Motel West Stockbridge
Econo Lodge Lee - Great Barrington
Exterior

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 AED 253
AED 283 total
includes taxes & fees
23 Feb - 24 Feb
Econo Lodge Lee - Great Barrington
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (544)
"Clean and fresh. Property nicely kept up. Staff friendly and breakfast simple but good. Would recommend and stay again."
The price is AED 345
AED 386 total
includes taxes & fees
23 Feb - 24 Feb
Maple Terrace Motel
Howard Johnson by Wyndham Williamstown
Exterior

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (835)
"Nancy was super sweet . Great customer service . Definitely needs updating . Breakfast had a little bit of everything it was great "
The price is AED 367
AED 410 total
includes taxes & fees
23 Feb - 24 Feb
Howard Johnson by Wyndham Williamstown
Berkshire Travel Lodge
Exterior

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 AED 241
AED 261 total
includes taxes & fees
5 Mar - 6 Mar
Berkshire Travel Lodge
Heart of the Berkshires
Front of property

Heart of the Berkshires

9.4 out of 10, Exceptional, (3)
"Was great comfy quiet "
The price is AED 271
AED 356 total
includes taxes & fees
21 Feb - 22 Feb
Heart of the Berkshires
Williamstown Motel
Front of property

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (252)
"Very helpful, friendly, and attentive owners"
The price is AED 290
AED 324 total
includes taxes & fees
16 Mar - 17 Mar
Williamstown Motel
Sunset Inn
Outdoor pool

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 AED 264
AED 295 total
includes taxes & fees
1 Mar - 2 Mar
Sunset Inn
Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (55)
"I liked how there was walking trails and shopping near by. "
The price is AED 338
AED 501 total
includes taxes & fees
21 Feb - 22 Feb
Becket Motel
The Springs Motel
Exterior

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 Springs Motel
Northside Motel
Balcony

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
Property grounds

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
1815 Post & Beam Barn

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
Exterior

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1764)
"Super clean and spacious. Rooms have everything you need for a long stay."
The price is AED 400
AED 476 total
includes taxes & fees
3 Mar - 4 Mar
Vacation Village in the Berkshires
The Ponds at Foxhollow
Property grounds

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 944 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 Lenox: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 12.2 mi (19.6 km) from the heart of Cheshire. Berkshire Inn: Central Cheshire is 9.6 mi (15.5 km) away. A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like a microwave. Cozy Corner Motel: 12.2 mi (19.6 km) from the heart of Cheshire. Enjoy access to the lazy river, 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 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.