A lake surrounded by autumn-colored trees and hills.

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Cheshire motels

A patio area with outdoor furniture, a fire pit, and potted plants.

1. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (116 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is CA $159
CA $174 total
includes taxes & fees
Sep 9 - Sep 10
The Springs Motel
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

2. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (889 reviews)
"It was very nice and everyone was extremely helpful"
United States
ERICIA
The price is CA $83
CA $93 total
includes taxes & fees
Sep 24 - Sep 25
FairBridge Inn Express
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

3. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,005 reviews)
"This was an excellent stay in the Berkshires!"
United States
Richard
The price is CA $143
CA $160 total
includes taxes & fees
Sep 8 - Sep 9
Willows Motel Williamstown
An outdoor seating area with Adirondack chairs and potted plants.

4. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (945 reviews)
"Nice location. Very helpful owner. Spacious room."
United States
Janis
The price is CA $122
CA $144 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Corner Motel
A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

5. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (343 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is CA $134
CA $150 total
includes taxes & fees
Sep 8 - Sep 9
Williamstown Motel
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

6. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (915 reviews)
"Excellent room super clean!"
United States
Adriana
The price is CA $101
CA $113 total
includes taxes & fees
Sep 3 - Sep 4
Berkshire Inn
A garden with a swing set, a blue chair, and a flower bed.

7. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (636 reviews)
"The place is a gem, great rooms, beautiful big garden, amazing heated pool , and adjacent to a farm, loved watching the horses."
United States
Annette
The price is CA $173
CA $193 total
includes taxes & fees
Sep 9 - Sep 10
Maple Terrace Motel
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

8. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (907 reviews)
"Stay again"
United States
irene
The price is CA $109
CA $121 total
includes taxes & fees
Sep 24 - Sep 25
Howard Johnson by Wyndham Lenox
A kitchen with a countertop, a refrigerator, and a window.

9. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (819 reviews)
"We stayed one night in July. Easy check-in and clean room."
United States
Rebecca
The price is CA $123
CA $138 total
includes taxes & fees
Sep 3 - Sep 4
The Villager Motel
A fire pit with four Adirondack chairs arranged around it, overlooking a snowy landscape with distant mountains.

10. Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (227 reviews)
"Very nice place to stay with captivating view"
United States
Frederic
The price is CA $292
CA $309 total
includes taxes & fees
Sep 15 - Sep 16
Blue Vista Motor Lodge
A group of people performing yoga in an outdoor setting with grass and trees.

11. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,004 reviews)
"Very comfortable. Will stay there again"
United States
Peter
The price is CA $105
CA $115 total
includes taxes & fees
Sep 3 - Sep 4
Pleasant Valley Motel West Stockbridge

12. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (506 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is CA $94
CA $105 total
includes taxes & fees
Sep 2 - Sep 3
Berkshire Travel Lodge
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

13. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (439 reviews)
"Host was very pleasant and extremely help with directions. Would definitely recommend"
United States
Joann
The price is CA $121
CA $135 total
includes taxes & fees
Sep 29 - Sep 30
Sunset Inn
A calm lake at dusk with a wooden dock and two chairs facing the water.

14. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (13 reviews)
"excellent lakeside view"
United States
mike
The price is CA $193
CA $215 total
includes taxes & fees
Sep 2 - Sep 3
Berkshire Lake Lodge
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

15. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (693 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
The price is CA $96
CA $107 total
includes taxes & fees
Sep 14 - Sep 15
Econo Lodge Lee - Great Barrington
A building with a flat roof, multiple windows, and a satellite dish.

16. Becket Motel

Becket Motel
2.5 star property
Becket
6.6 out of 10, (63 reviews)
"Comfortable stay "
United States
Paul
The price is CA $132
CA $194 total
includes taxes & fees
Sep 29 - Sep 30
Becket Motel
A building with a covered parking area and a grassy front yard.

17. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (937 reviews)
"Great place"
United States
Donna
The price is CA $139
CA $155 total
includes taxes & fees
Sep 3 - Sep 4
Howard Johnson by Wyndham Williamstown
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

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"outstanding"
ROBERT 4-night trip
Posted 2 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort

Find out more about Cheshire

Cheshire Motels information

Number of reviews
8,507
Accommodation
26 Motels
Lowest Price
CA $93
Highest Price
CA $309

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 1004 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. Willows Motel Williamstown: Enjoy access to the library, and freebies including breakfast, WiFi, and parking. Located 10.1 mi (16.2 km) from the heart of Cheshire. Cozy Corner Motel: Central Cheshire is 12.2 mi (19.6 km) away. A lazy river along with freebies like breakfast, WiFi, and parking are available during your stay. 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 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 Berkshire Scenic Railway Museum. While you're checking out the area, consider visiting St Mary's of the Assumption Church, Mount Greylock State Reservation Visitor Center, and Mount Greylock.
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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