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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Browse Select Cheshire Motels

FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (751)
"Close to our target event a plus"
The price is ₹6,136
₹6,854 total
includes taxes & fees
5 Aug - 6 Aug
FairBridge Inn Express
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (765)
"Was great loved the jacuzzi tub "
The price is ₹8,544
₹9,543 total
includes taxes & fees
24 Jul - 25 Jul
Howard Johnson by Wyndham Lenox
Berkshire Inn
1 bedroom, desk, iron/ironing board, free WiFi

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (785)
"It was a good place to sleep for a quick visit to Pittsfield. Glad we booked there. "
The price is ₹7,463
₹8,336 total
includes taxes & fees
28 Jul - 29 Jul
Berkshire Inn
Cozy Corner Motel
Exterior

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (835)
"Very, very clean with friendly owners. Located within a few minutes' drive of good restaurants and outdoor recreation areas. We would definitely stay again!"
The price is ₹8,024
₹9,420 total
includes taxes & fees
30 Jul - 31 Jul
Cozy Corner Motel
Howard Johnson by Wyndham Williamstown
Pool

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (854)
"Humble little hotel. Ideal for a visit to nearby Mass MOCA."
The price is ₹9,492
₹10,603 total
includes taxes & fees
31 Jul - 1 Aug
Howard Johnson by Wyndham Williamstown
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (721)
"Great quiet stay. "
The price is ₹7,687
₹8,586 total
includes taxes & fees
24 Jul - 25 Jul
The Villager Motel
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed | Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (611)
"It is clean and reasonably priced. We were comfortable and close to Tanglewood. "
The price is ₹5,502
₹6,145 total
includes taxes & fees
5 Aug - 6 Aug
Econo Lodge Lee - Great Barrington
Berkshire Travel Lodge
Outdoor pool

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (425)
"Live it"
The price is ₹6,218
₹6,715 total
includes taxes & fees
24 Jul - 25 Jul
Berkshire Travel Lodge
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (277)
"room was spotless, staff friendly, dining easy walkable distance, although older, well maintained. good choice for overnight stay, price reasonable."
The price is ₹9,457
₹10,563 total
includes taxes & fees
10 Aug - 11 Aug
Williamstown Motel
Willows Motel Williamstown
Exterior

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (929)
"Clean, conscientious service, great breakast spread. "
The price is ₹8,939
₹9,985 total
includes taxes & fees
4 Aug - 5 Aug
Willows Motel Williamstown
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (611)
"Convenient location for my trip"
The price is ₹5,955
₹6,651 total
includes taxes & fees
28 Jul - 29 Jul
Wagon Wheel Inn
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.0 out of 10, Wonderful, (52)
"Love this renovated motel. They made it cute and trendy"
The price is ₹12,108
₹13,282 total
includes taxes & fees
30 Jul - 31 Jul
The Springs Motel
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (393)
"No frills but it was a great stay!"
The price is ₹9,311
₹10,401 total
includes taxes & fees
18 Aug - 19 Aug
Sunset Inn
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, (176)
"Lovely stay!"
The price is ₹20,884
₹22,075 total
includes taxes & fees
29 Jul - 30 Jul
Blue Vista Motor Lodge
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (567)
"The staff, room and property was wonderful! "
The price is ₹10,805
₹12,069 total
includes taxes & fees
6 Aug - 7 Aug
Maple Terrace Motel
Pleasant Valley Motel West Stockbridge
Garden view

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (985)
"Clean and convenient. Great value."
The price is ₹6,000
₹6,582 total
includes taxes & fees
30 Jul - 31 Jul
Pleasant Valley Motel West Stockbridge
Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is ₹7,468
₹11,235 total
includes taxes & fees
27 Jul - 28 Jul
Becket Motel
Heart of the Berkshires
Economy Cabin | 1 bedroom, premium bedding, individually decorated, free WiFi

Heart of the Berkshires

6.4 out of 10, (6)
"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
"Miranda at the front desk was beyond accommodating. My mom and I enjoyed our stay in this historic hotel!"
Elana 1-night trip
Posted 2 days 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, allow Expedia help you find a motel or something similar from over 1006 accommodation choices in the larger area. Just use our search tools to filter by price per night or money-saving amenities such as free breakfast and free airport transport.
What are motels like?
At most motels, you'll often find free parking and an outdoor pool. When you stay at a motel, you'll usually access your room directly from the car park. The word "motel" was conceived in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Cheshire?
Here you'll find some of our customers' favourite motels to choose from in the larger area. FairBridge Inn Express is located 10.8 km from the heart of Cheshire. Enjoy access to the business centre, and freebies including WiFi and self-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. Berkshire Inn: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and self-parking. Located 9.6 mi (15.5 km) from the heart of Cheshire. The Villager Motel: Central Cheshire is 12.3 mi (19.9 km) away. Free breakfast and free WiFi are available during your stay, along with room amenities such as climate control. 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 self-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 The Bookstore. While you're exploring 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 road trip, 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 temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Cheshire are January, March, February and November, with each month seeing an average of 17 cm of snowfall.
What are my options for getting around Cheshire while 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 heart of the city. 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, consider renting a car to explore more sights.