A lake surrounded by autumn-colored trees and hills.

Find Cheshire motels from $68

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Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

Our top choices for Cheshire motels

Courtyard

1. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (112 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
$123 nightly
The price is $135
Sep 9 - Sep 10
Total with taxes and fees
The Springs Motel
Room

2. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (886 reviews)
"It was very nice and everyone was extremely helpful"
United States
ERICIA
$61 nightly
The price is $68
Aug 25 - Aug 26
Total with taxes and fees
FairBridge Inn Express
Gazebo

3. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (940 reviews)
"Loved this place"
United States
Jeremy
$93 nightly
The price is $104
Sep 9 - Sep 10
Total with taxes and fees
Cozy Corner Motel
Room

4. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (913 reviews)
"Excellent room super clean!"
United States
Adriana
$88 nightly
The price is $98
Sep 15 - Sep 16
Total with taxes and fees
Berkshire Inn
Property grounds

5. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,015 reviews)
"This was an excellent stay in the Berkshires!"
United States
Richard
$104 nightly
The price is $116
Sep 15 - Sep 16
Total with taxes and fees
Willows Motel Williamstown
Mountain view

6. 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
$110 nightly
The price is $123
Aug 25 - Aug 26
Total with taxes and fees
Howard Johnson by Wyndham Williamstown
Property grounds

7. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (634 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
$125 nightly
The price is $140
Sep 9 - Sep 10
Total with taxes and fees
Maple Terrace Motel
View from property

8. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (342 reviews)
"Very well kept clean motel with great welcoming staff. Close to shops, restaurants, coffee and great attractions . Look forward to my next stay"
United States
Matthew
$106 nightly
The price is $118
Sep 7 - Sep 8
Total with taxes and fees
Williamstown Motel
Reception

9. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (817 reviews)
"We stayed one night in July. Easy check-in and clean room."
United States
Rebecca
$89 nightly
The price is $99
Sep 1 - Sep 2
Total with taxes and fees
The Villager Motel
Exterior

10. Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (225 reviews)
"Very nice place to stay with captivating view"
United States
Frederic
$246 nightly
The price is $260
Aug 25 - Aug 26
Total with taxes and fees
Blue Vista Motor Lodge
Children's activities

11. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,003 reviews)
"Very comfortable. Will stay there again"
United States
Peter
$69 nightly
The price is $76
Aug 25 - Aug 26
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Outdoor pool

12. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (502 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
$72 nightly
The price is $81
Aug 26 - Aug 27
Total with taxes and fees
Berkshire Travel Lodge
Lake view

13. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (12 reviews)
"excellent lakeside view"
United States
mike
$125 nightly
The price is $140
Aug 31 - Sep 1
Total with taxes and fees
Berkshire Lake Lodge
Pool

14. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (436 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
$97 nightly
The price is $109
Sep 21 - Sep 22
Total with taxes and fees
Sunset Inn
In-room dining

15. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (690 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
$71 nightly
The price is $79
Sep 7 - Sep 8
Total with taxes and fees
Econo Lodge Lee - Great Barrington
Room

16. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (903 reviews)
"Great hotel for a reasonable price. The only drawback is that they didn’t offer shampoos and body wash like most hotels but otherwise a great value."
United States
Sheila
$78 nightly
The price is $87
Sep 15 - Sep 16
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Front of property

17. Becket Motel

Becket Motel
2.5 star property
Becket
6.6 out of 10, (63 reviews)
"Comfortable stay "
United States
Paul
$123 nightly
The price is $138
Sep 24 - Sep 25
Total with taxes and fees
Becket 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

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Clean room, surprisingly comfortable bed. Convenient, functional, for a short stay."
Annette 1-night trip
Posted 4 hours ago
Quality Inn Lee - Lenox South

Find out more about Cheshire

Cheshire Motels information

Number of reviews
8,798
Accommodation
26 Motels
Lowest Price
$68
Highest Price
$260

Frequently asked questions

What is the nightly rate for a motel in Cheshire?
You can find a great deal from $68 on Cheshire motels with Expedia. Typically, prices are higher during popular times – like weekends and holidays – while staying midweek is often cheaper. To find the best nightly rates on Cheshire motels, try to be flexible with travel dates, and sort search results by price from low to high.
Is it better to stay in a Cheshire motel or hotel?
Motels and Hotels have different perks. When you stay at a motel, you're likely to find free parking and an outdoor pool. Staying overnight at a motel, can be handy when requiring easy road access. You'll often have access to your room from outside, and directly from the parking lot. Hotels generally have room access from inside the building. Motels are also often less expensive than hotels. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.

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