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 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

Courtyard

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
$119 nightly
The price is $131
Sep 13 - Sep 14
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, (891 reviews)
"It was very nice and everyone was extremely helpful"
United States
ERICIA
$61 nightly
The price is $68
Sep 6 - Sep 7
Total with taxes and fees
FairBridge Inn Express
Room

3. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (917 reviews)
"Quiet location set back from road, comfortable beds and nice shower. Located right on Rt. 20 and near downtown."
United States
Ellen
$86 nightly
The price is $96
Sep 7 - Sep 8
Total with taxes and fees
Berkshire Inn
View from property

4. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (343 reviews)
"Excellent service, excellent stay."
United States
Ahmet
$104 nightly
The price is $116
Oct 4 - Oct 5
Total with taxes and fees
Williamstown Motel
Gazebo

5. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (948 reviews)
"Nice location. Very helpful owner. Spacious room."
United States
Janis
$93 nightly
The price is $104
Sep 9 - Sep 10
Total with taxes and fees
Cozy Corner Motel
Mountain view

6. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (938 reviews)
"Great place"
United States
Donna
$99 nightly
The price is $110
Sep 10 - Sep 11
Total with taxes and fees
Howard Johnson by Wyndham Williamstown
Property grounds

7. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,001 reviews)
"This was an excellent stay in the Berkshires!"
United States
Richard
$90 nightly
The price is $101
Sep 7 - Sep 8
Total with taxes and fees
Willows Motel Williamstown
Property grounds

8. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (637 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
Reception

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
$89 nightly
The price is $99
Sep 8 - Sep 9
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, (227 reviews)
"Very nice place to stay with captivating view"
United States
Frederic
$214 nightly
The price is $226
Sep 7 - Sep 8
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, (1,001 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
$75 nightly
The price is $82
Sep 29 - Sep 30
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Pool

12. 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
$98 nightly
The price is $110
Oct 4 - Oct 5
Total with taxes and fees
Sunset Inn
Lake view

13. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (13 reviews)
"excellent lakeside view"
United States
mike
$137 nightly
The price is $154
Sep 10 - Sep 11
Total with taxes and fees
Berkshire Lake Lodge
Outdoor pool

14. 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
$64 nightly
The price is $72
Sep 6 - Sep 7
Total with taxes and fees
Berkshire Travel Lodge
In-room dining

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
$69 nightly
The price is $77
Sep 13 - Sep 14
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, (907 reviews)
"Stay again"
United States
irene
$79 nightly
The price is $88
Sep 7 - Sep 8
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
$125 nightly
The price is $139
Sep 8 - Sep 9
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Clean room nice Kitchenette with everything."
Katherine 2-night trip
Posted 11 hours ago
Berkshire Mountain Lodge

Find out more about Cheshire

Cheshire Motels information

Number of reviews
8,425
Accommodation
26 Motels
Lowest Price
$68
Highest Price
$226

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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