A lake surrounded by autumn-colored trees and hills.

Search Motels in Cheshire from CA $97

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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Cheshire motels

Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (855 reviews)
"Some of the furniture and rugs show age. The bed was comfortable and the staff was always available to help!"
United States
DAVID
The price is CA $87
CA $97 total
includes taxes & fees
Aug 13 - Aug 14
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, (1,000 reviews)
"Very comfortable. Will stay there again"
United States
Peter
The price is CA $95
CA $104 total
includes taxes & fees
Jul 19 - Jul 20
Pleasant Valley Motel West Stockbridge
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (491 reviews)
"We needed a bed for a quick crash session on the way through. The gentleman at the front desk was pleasant and so helpful and kind."
United States
Kyle
The price is CA $95
CA $106 total
includes taxes & fees
Aug 5 - Aug 6
Berkshire Travel Lodge
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (929 reviews)
"Loved this place"
United States
Jeremy
The price is CA $128
CA $150 total
includes taxes & fees
Jul 22 - Jul 23
Cozy Corner Motel
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (801 reviews)
"The price in this area is expensive and this motel provides a reasonable alternative!"
United States
qing
The price is CA $139
CA $155 total
includes taxes & fees
Jul 21 - Jul 22
The Villager Motel
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, (885 reviews)
"Great place"
United States
Luciane
The price is CA $139
CA $155 total
includes taxes & fees
Jul 19 - Jul 20
Howard Johnson by Wyndham Lenox
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (880 reviews)
"Clean, quiet, friendly, no frills but everything needed. Mattresses were very good."
United States
James
The price is CA $126
CA $141 total
includes taxes & fees
Jul 20 - Jul 21
Berkshire Inn
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,001 reviews)
"Great value and excellent location"
United States
Truett
The price is CA $119
CA $133 total
includes taxes & fees
Jul 22 - Jul 23
Willows Motel Williamstown
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (425 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
The price is CA $125
CA $140 total
includes taxes & fees
Jul 22 - Jul 23
Sunset Inn
View from property

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (332 reviews)
"Clean rooms and the staff was extremely friendly and helpful"
United States
Graham
The price is CA $127
CA $141 total
includes taxes & fees
Jul 29 - Jul 30
Williamstown Motel
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.4 out of 10, Exceptional, (6 reviews)
"Everything was perfect!!"
United States
Grzegorz
The price is CA $286
CA $319 total
includes taxes & fees
Jul 19 - Jul 20
Berkshire Lake Lodge
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 CA $148
CA $213 total
includes taxes & fees
Jul 20 - Jul 21
Becket Motel
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (676 reviews)
"Good location to towns in area"
United States
William
The price is CA $118
CA $132 total
includes taxes & fees
Aug 11 - Aug 12
Econo Lodge Lee - Great Barrington
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (621 reviews)
"Adorable little place! Staff was incredible and the rooms were cute but the only downside was the rooms had an older home smell!"
United States
Stephanie
The price is CA $195
CA $218 total
includes taxes & fees
Jul 21 - Jul 22
Maple Terrace Motel
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (106 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 CA $227
CA $250 total
includes taxes & fees
Jul 20 - Jul 21
The Springs Motel
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (921 reviews)
"It's an older hotel however very clean & neat. The breakfast was very nice."
United States
Josephine
The price is CA $140
CA $157 total
includes taxes & fees
Jul 22 - Jul 23
Howard Johnson by Wyndham Williamstown
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (220 reviews)
"Great facilities, fantastic views and neighborhood. Everything is so neat and clean. Live it and will come back."
United States
Meng
The price is CA $341
CA $360 total
includes taxes & fees
Aug 5 - Aug 6
Blue Vista Motor Lodge
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"The AC went out on my last night. That was the killer. But the pool, game room, and everything else was alright."
Owen 2-night trip
Posted 10 hours ago
Vacation Village in the Berkshires

Find out more about Cheshire

Cheshire Motels information

Number of reviews
7,660
Accommodation
26 Motels
Lowest Price
CA $97
Highest Price
CA $360

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 997 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. Howard Johnson by Wyndham Lenox: Free parking, a 24-hour front desk, and coffee in the lobby 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 parking. Located 9.6 mi (15.5 km) from the heart of Cheshire. Berkshire Travel Lodge: Central Cheshire is 19.6 mi (31.5 km) away. A terrace along with freebies like breakfast, WiFi, and parking are available during your stay. Econo Lodge Lee - Great Barrington: 20.2 mi (32.5 km) from the heart of Cheshire. Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking.
What can I do in Cheshire?
Enjoy nature with a stop at Mount Greylock State Reservation and Cheshire Reservoir. You'll find these family-friendly sights in the area: Berkshire Museum, Bousquet Ski Area, and Land of Providence. While you're checking out the area, consider visiting St Mary's of the Assumption Church, Mount Greylock State Reservation Visitor Center, and Susan B. Anthony Birthplace Museum.
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.

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