A lake surrounded by autumn-colored trees and hills.

Find Cheshire motels from $72

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

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, (122 reviews)
"Loved the vibe!"
United States
Elizabeth
$105 nightly
The price is $115
Nov 19 - Nov 20
Total with taxes and fees
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, (925 reviews)
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
United States
Richard
$65 nightly
The price is $72
Nov 11 - Nov 12
Total with taxes and fees
FairBridge Inn Express
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.

3. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (363 reviews)
"Excellent service, excellent stay."
United States
Ahmet
$73 nightly
The price is $82
Nov 2 - Nov 3
Total with taxes and fees
Williamstown Motel
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

4. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,002 reviews)
"This is an older motel, but quaint and well maintained. Especially good are the breakfasts, which include a buffet of seasonal fruit and other homemade treats. It's close to everything in town, and there is a decent restaurant right next door."
United States
David
$89 nightly
The price is $99
Nov 1 - Nov 2
Total with taxes and fees
Willows Motel Williamstown
A building with a covered parking area and a grassy front yard.

5. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (954 reviews)
"Room was very clean. Tastefully decorated. Beds were comfortable. Would stay there next time we go to Williamstown,Mass."
United States
Barbara
$100 nightly
The price is $112
Oct 20 - Oct 21
Total with taxes and fees
Howard Johnson by Wyndham Williamstown
An outdoor seating area with Adirondack chairs and potted plants.

6. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (964 reviews)
"Very clean and welcoming room. Staff man was very helpful and conscientious"
United States
Frank
$79 nightly
The price is $88
Nov 2 - Nov 3
Total with taxes and fees
Cozy Corner Motel
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

7. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (937 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
$79 nightly
The price is $88
Nov 19 - Nov 20
Total with taxes and fees
Berkshire Inn
A garden with a swing set, a blue chair, and a flower bed.

8. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (645 reviews)
"Very helpful and friendly staff."
United States
Deborah
$99 nightly
The price is $111
Nov 1 - Nov 2
Total with taxes and fees
Maple Terrace Motel
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, (834 reviews)
"Outside my motel window, two wild bunnies grazed in the yard. This morning deer & fawns grazed in the field beside the parking lot. The bed was quite comfortable. Very nice stay."
United States
DONNA
$75 nightly
The price is $84
Nov 16 - Nov 17
Total with taxes and fees
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, (239 reviews)
"Up on top of the mountain, the views were great. This motel faces east so sunrises are spectacular. I enjoyed the rural location and being able to go out by the fire pits was a nice touch."
United States
William
$178 nightly
The price is $188
Nov 18 - Nov 19
Total with taxes and fees
Blue Vista Motor Lodge
A hotel room with a bed, a desk, and two wall-mounted lamps.

11. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (705 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
$65 nightly
The price is $73
Nov 13 - Nov 14
Total with taxes and fees
Econo Lodge Lee - Great Barrington
Outdoor pool

12. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (520 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
$75 nightly
The price is $84
Oct 21 - Oct 22
Total with taxes and fees
Berkshire Travel Lodge
A group of people performing yoga in an outdoor setting with grass and trees.

13. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 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
$69 nightly
The price is $76
Oct 20 - Oct 21
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
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, (25 reviews)
"excellent lakeside view"
United States
mike
$117 nightly
The price is $130
Nov 16 - Nov 17
Total with taxes and fees
Berkshire Lake Lodge
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

15. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (929 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
$79 nightly
The price is $88
Oct 20 - Oct 21
Total with taxes and fees
Howard Johnson by Wyndham Lenox
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

16. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (446 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
$83 nightly
The price is $93
Nov 2 - Nov 3
Total with taxes and fees
Sunset Inn
A building with a flat roof, multiple windows, and a satellite dish.

17. Becket Motel

Becket Motel
2.5 star property
Becket
6.6 out of 10, (64 reviews)
"Comfortable stay "
United States
Paul
$140 nightly
The price is $156
Oct 26 - Oct 27
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

10/10 Excellent
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
Mallory 1-night trip
Posted 1 hour ago
The Red Lion Inn

Find out more about Cheshire

Cheshire Motels information

Number of reviews
8,367
Accommodation
26 Motels
Lowest Price
$72
Highest Price
$188

Frequently asked questions

What is the nightly rate for a motel in Cheshire?
You can find a great deal from $72 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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