An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.

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Check prices for these dates

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul
In one month
17 Jul - 19 Jul
In two months
14 Aug - 16 Aug

Our top choices for Cheshire motels

Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (469 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is ₹6,222
₹6,969 total
includes taxes & fees
17 Jun - 18 Jun
Berkshire Travel Lodge
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (915 reviews)
"Very clean! Friendly staff! Will stop there again!"
United States
Theresa
The price is ₹8,013
₹9,428 total
includes taxes & fees
23 Jun - 24 Jun
Cozy Corner Motel
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect!!"
United States
Grzegorz
The price is ₹13,582
₹15,171 total
includes taxes & fees
18 Jun - 19 Jun
Berkshire Lake Lodge
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (867 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is ₹8,430
₹9,416 total
includes taxes & fees
17 Jun - 18 Jun
Howard Johnson by Wyndham Lenox
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (611 reviews)
"Very well run property with good amenities and a lovely pool and sitting area. Lots of good attention to detail to make it a desirable place to stay!"
United States
Carolyn
The price is ₹12,787
₹14,283 total
includes taxes & fees
21 Jun - 22 Jun
Maple Terrace Motel
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (790 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is ₹8,430
₹9,416 total
includes taxes & fees
21 Jun - 22 Jun
The Villager Motel
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (828 reviews)
"Quiet"
United States
William
The price is ₹6,532
₹7,296 total
includes taxes & fees
1 Jul - 2 Jul
FairBridge Inn Express
Children’s activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
The price is ₹6,819
₹7,481 total
includes taxes & fees
21 Jun - 22 Jun
Pleasant Valley Motel West Stockbridge
View from property

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (326 reviews)
"Boutique Motel Updated -clean room & property friendly staff only a couple of minor items to correct advised staff"
United States
PETER
The price is ₹8,430
₹9,416 total
includes taxes & fees
22 Jun - 23 Jun
Williamstown Motel
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (102 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is ₹12,198
₹13,381 total
includes taxes & fees
17 Jun - 18 Jun
The Springs Motel
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (862 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is ₹7,524
₹8,405 total
includes taxes & fees
18 Jun - 19 Jun
Berkshire Inn
Front of property

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
The price is ₹8,560
₹12,749 total
includes taxes & fees
17 Jun - 18 Jun
Becket Motel
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (213 reviews)
"The whole place was beautifully well kept and the view couldn't be beat. Would definitely recommend to others and hope to return in the future."
United States
Jared
The price is ₹19,063
₹20,150 total
includes taxes & fees
24 Jun - 25 Jun
Blue Vista Motor Lodge
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (912 reviews)
"clean; quiet; good breakfast; as advertised; easy check-in/check out; convenient parking; "
United States
Thomas
The price is ₹10,418
₹11,637 total
includes taxes & fees
22 Jun - 23 Jun
Howard Johnson by Wyndham Williamstown
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,002 reviews)
"The property was nice and the staff enthusiastic"
United States
Matt
The price is ₹7,861
₹8,781 total
includes taxes & fees
30 Jun - 1 Jul
Willows Motel Williamstown
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (416 reviews)
"Nice place for a stay"
United States
Jay
The price is ₹10,002
₹11,172 total
includes taxes & fees
6 Jul - 7 Jul
Sunset Inn
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (667 reviews)
"Decent place.friendly, quiet"
United States
William
The price is ₹6,734
₹7,522 total
includes taxes & fees
22 Jun - 23 Jun
Econo Lodge Lee - Great Barrington
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 Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Not luxury but def above a motel. Very well run clean safe busy and staff were really on top of things. I felt good as a solo traveler about being therre"
Beryl 2-night trip
Posted 2 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about Cheshire

Cheshire Motels information

Number of reviews
10,044
Accommodation
19 Motels
Lowest Price
₹6,969
Highest Price
₹20,150

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 1003 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. Howard Johnson by Wyndham Lenox is located 19.6 km from the heart of Cheshire. Enjoy access to the free parking, 24-hour front desk and coffee/tea in reception. Berkshire Inn: A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities such as a microwave. Central Cheshire is 9.6 mi (15.5 km) away. Cozy Corner Motel: Enjoy access to the lazy river, and freebies including breakfast, WiFi and self-parking. Located 12.2 mi (19.6 km) from the heart of Cheshire. Blue Vista Motor Lodge: Central Cheshire is 11.3 mi (18.2 km) away. Free WiFi and free parking are available during your stay, along with room amenities such as a Smart TV. 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 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, Adams Theater and Susan B. Anthony Birthplace Museum.
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.

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