A lake surrounded by autumn-colored trees and hills.

Find Cheshire motels from $63

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Cheshire motels

A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

1. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (923 reviews)
"Plenty of parking. Friendly staff"
United States
William
$57 nightly
The price is $63
Oct 15 - Oct 16
Total with taxes and fees
FairBridge Inn Express
A patio area with outdoor furniture, a fire pit, and potted plants.

2. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (120 reviews)
"Loved the vibe!"
United States
Elizabeth
$106 nightly
The price is $116
Nov 1 - Nov 2
Total with taxes and fees
The Springs 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.

3. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (360 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, (1,007 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 hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

5. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (936 reviews)
"This is an old motel-type one story place to stay, which I enjoyed. Rooms are large, clean and quiet. Comfortable bed, updated bathroom. No complaints."
United States
Linda
$79 nightly
The price is $88
Nov 10 - Nov 11
Total with taxes and fees
Berkshire Inn
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, (961 reviews)
"Lovely classic motel with attentive staff. Owner lives on property and is very engaging. Lovely grounds."
United States
Jonathan
$79 nightly
The price is $88
Nov 2 - Nov 3
Total with taxes and fees
Cozy Corner Motel
A building with a covered parking area and a grassy front yard.

7. 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 18 - Oct 19
Total with taxes and fees
Howard Johnson by Wyndham Williamstown
A kitchen with a countertop, a refrigerator, and a window.

8. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (833 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
$79 nightly
The price is $88
Nov 1 - Nov 2
Total with taxes and fees
The Villager Motel
A garden with a swing set, a blue chair, and a flower bed.

9. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (644 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 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, (238 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
$188 nightly
The price is $199
Oct 26 - Oct 27
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, (703 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 6 - Nov 7
Total with taxes and fees
Econo Lodge Lee - Great Barrington
A group of people performing yoga in an outdoor setting with grass and trees.

12. 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
$69 nightly
The price is $76
Oct 14 - Oct 15
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Outdoor pool

13. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (518 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
$75 nightly
The price is $84
Oct 14 - Oct 15
Total with taxes and fees
Berkshire Travel Lodge
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

14. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (446 reviews)
$92 nightly
The price is $103
Oct 27 - Oct 28
Total with taxes and fees
Sunset Inn
A calm lake at dusk with a wooden dock and two chairs facing the water.

15. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (25 reviews)
"excellent lakeside view"
United States
mike
$129 nightly
The price is $144
Nov 5 - Nov 6
Total with taxes and fees
Berkshire Lake Lodge
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, (64 reviews)
"Comfortable stay "
United States
Paul
$140 nightly
The price is $156
Oct 14 - Oct 15
Total with taxes and fees
Becket Motel
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

17. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (923 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
$79 nightly
The price is $88
Oct 18 - Oct 19
Total with taxes and fees
Howard Johnson by Wyndham Lenox
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
"We really enjoyed our stay at Berkshire Mountain Lodge. For what we paid - we absolutely feel like we got a great bang for our buck. The hotel is clean and well-maintained, and our suite was massive. It included a kitchen with all the bells and whistles (stove/stovetop, microwave, refrigerator, dishwasher), a full size living room, separate bedroom (with a kingsize mattress), and spacious bathroom. It was so comfortable. We absolutely recommend staying here, especially if you're looking for a reasonably priced accommodation."
Matthew 3-night trip
Posted 1 hour ago
Berkshire Mountain Lodge

Find out more about Cheshire

Cheshire Motels information

Number of reviews
9,189
Accommodation
26 Motels
Lowest Price
$63
Highest Price
$199

Frequently asked questions

What is the nightly rate for a motel in Cheshire?
You can find a great deal from $63 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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