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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Cheshire motels

Reception
The Villager Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (764)
"It's very good for stay over"
United States
Frances
The price is ₹6,239
₹6,969 total
includes taxes & fees
17 Dec - 18 Dec
The Villager Motel
In-room safe, desk, laptop workspace, iron/ironing board
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is ₹7,143
₹7,979 total
includes taxes & fees
16 Dec - 17 Dec
Howard Johnson by Wyndham Lenox
Gazebo
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (885)
"Clean, Great Staff, Quiet"
United States
john
The price is ₹6,754
₹7,973 total
includes taxes & fees
16 Dec - 17 Dec
Cozy Corner Motel
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is ₹7,621
₹8,512 total
includes taxes & fees
17 Dec - 18 Dec
Berkshire Inn
Desk, laptop workspace, blackout curtains, iron/ironing board
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1002)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is ₹4,754
₹5,215 total
includes taxes & fees
1 Jan - 2 Jan 2026
Pleasant Valley Motel West Stockbridge
Property grounds
Maple Terrace Motel

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (588)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is ₹8,952
₹9,999 total
includes taxes & fees
16 Dec - 17 Dec
Maple Terrace Motel
Property grounds
Willows Motel Williamstown

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (993)
"Very friendly staff and fresh fruit at breakfast!"
United States
Justin
The price is ₹6,917
₹7,726 total
includes taxes & fees
16 Dec - 17 Dec
Willows Motel Williamstown
Courtyard
The Springs Motel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (88)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is ₹10,325
₹11,327 total
includes taxes & fees
16 Dec - 17 Dec
The Springs Motel
Terrace/patio
Blue Vista Motor Lodge

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (196)
"We did not use the hot tub the room was clean the only issue we had was with the heat but was resolved both times, views were spectacular especially the sun coming up! "
United States
Joyce
The price is ₹14,533
₹15,362 total
includes taxes & fees
16 Dec - 17 Dec
Blue Vista Motor Lodge
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is ₹8,138
₹9,090 total
includes taxes & fees
16 Dec - 17 Dec
Sunset Inn
In-room dining
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (650)
"The room was clean and the service adequate"
United States
David
The price is ₹5,687
₹6,353 total
includes taxes & fees
28 Dec - 29 Dec
Econo Lodge Lee - Great Barrington
Mountain view
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (899)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is ₹8,137
₹9,089 total
includes taxes & fees
16 Dec - 17 Dec
Howard Johnson by Wyndham Williamstown
Front of property
Becket Motel

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60)
"Comfortable stay "
United States
Paul
The price is ₹8,509
₹12,534 total
includes taxes & fees
24 Dec - 25 Dec
Becket Motel
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (459)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is ₹6,184
₹6,927 total
includes taxes & fees
16 Dec - 17 Dec
Berkshire Travel Lodge
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (810)
"Room spotless and staff helpful."
United States
William
The price is ₹7,243
₹8,090 total
includes taxes & fees
28 Dec - 29 Dec
FairBridge Inn Express
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 Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"The room was fantastic, cozy as can be! Also, as soon as you walk into the lobby it looked wonderful! The Manager, Jennifer was so nice to talk too! She made sure everything with room, etc. was good! She was a delight!"
Mary 1-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

Find out more about Cheshire

Cheshire Motels information

Number of reviews
9,459
Accommodation
24 Motels
Lowest Price
₹5,215
Highest Price
₹15,362

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 984 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. The Villager Motel is located 19.9 km from the heart of Cheshire. Enjoy the in-room free WiFi, and freebies including breakfast 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. 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. Maple Terrace Motel: Central Cheshire is 10.2 mi (16.4 km) away. A seasonal outdoor pool along with freebies such as breakfast, WiFi and self-parking are available during your stay. Willows Motel Williamstown: 10.1 mi (16.2 km) from the heart of Cheshire. Enjoy access to the library, 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 Berkshire Scenic Railway Museum. While you're exploring the area, consider visiting St Mary's of the Assumption Church, Wahconah Falls State Park and Crane Museum of Papermaking.
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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