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
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18

Our top choices for Cheshire motels

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

1. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (879 reviews)
"Well supplied in basics. Comfortable a/c. Downsides: having to call for service at the front door as no one is waiting at the desk, TV & or TV remote control didn’t work. Property needs renovating."
United States
Becky
$61 nightly
The price is $68
Aug 20 - Aug 21
Total with taxes and fees
FairBridge Inn Express
Courtyard

2. 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
$125 nightly
The price is $137
Sep 13 - Sep 14
Total with taxes and fees
The Springs Motel
Gazebo

3. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (939 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
Mountain view

4. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (935 reviews)
"Great place"
United States
Donna
$100 nightly
The price is $112
Aug 20 - Aug 21
Total with taxes and fees
Howard Johnson by Wyndham Williamstown
Property grounds

5. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,008 reviews)
"This was an excellent stay in the Berkshires!"
United States
Richard
$109 nightly
The price is $122
Aug 23 - Aug 24
Total with taxes and fees
Willows Motel Williamstown
Desk, iron/ironing board, WiFi (free), bed sheets

6. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (908 reviews)
"This is a clean, functional hotel. There are no frills, but it suits for a night or so. I wouldn’t recommend it for longer stays."
United States
Danielle
$90 nightly
The price is $101
Aug 20 - Aug 21
Total with taxes and fees
Berkshire Inn
Property grounds

7. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (633 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 8 - Sep 9
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, (340 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 8 - Sep 9
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, (813 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 24 - Aug 25
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 20 - Aug 21
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
$67 nightly
The price is $76
Sep 1 - Sep 2
Total with taxes and fees
Berkshire Travel Lodge
Seasonal outdoor pool

13. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (434 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
$99 nightly
The price is $111
Sep 1 - Sep 2
Total with taxes and fees
Sunset Inn
In-room safe, desk, laptop workspace, iron/ironing board

14. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (894 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
$79 nightly
The price is $88
Aug 31 - Sep 1
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Lake view

15. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (12 reviews)
"excellent lakeside view"
United States
mike
$141 nightly
The price is $158
Sep 8 - Sep 9
Total with taxes and fees
Berkshire Lake Lodge
In-room dining

16. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (688 reviews)
"The outside of the hotel needed a lot of upkeep like paint and the stairs were particularly ugly. The inside was clean and neat and the people were wonderful. Great for a budget hotel."
United States
Lynne
$67 nightly
The price is $75
Sep 9 - Sep 10
Total with taxes and fees
Econo Lodge Lee - Great Barrington
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
$121 nightly
The price is $135
Sep 10 - Sep 11
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

The Red Lion Inn

The Red Lion Inn

8/10 Good
"Maintenance problems in room. Property made up for it."
Steve 1-night trip
Posted 5 hours ago
The Red Lion Inn

Find out more about Cheshire

Cheshire Motels information

Number of reviews
8,708
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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