A lake surrounded by autumn-colored trees and hills.

Find Cheshire motels

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Sep 11 - Sep 13
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Oct 2 - Oct 4
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Oct 30 - Nov 1

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, (116 reviews)
"Loved the vibe!"
United States
Elizabeth
$114 nightly
The price is $125
Sep 3 - Sep 4
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, (890 reviews)
"It was very nice and everyone was extremely helpful"
United States
ERICIA
$61 nightly
The price is $68
Sep 3 - Sep 4
Total with taxes and fees
FairBridge Inn Express
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

3. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (916 reviews)
"Excellent room super clean!"
United States
Adriana
$73 nightly
The price is $82
Sep 3 - Sep 4
Total with taxes and fees
Berkshire Inn
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.

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
$100 nightly
The price is $111
Sep 3 - Sep 4
Total with taxes and fees
Williamstown Motel
An outdoor seating area with Adirondack chairs and potted plants.

5. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (947 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
A building with a covered parking area and a grassy front yard.

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
$99 nightly
The price is $110
Sep 8 - Sep 9
Total with taxes and fees
Howard Johnson by Wyndham Williamstown
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

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
$104 nightly
The price is $116
Sep 8 - Sep 9
Total with taxes and fees
Willows Motel Williamstown
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, (636 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
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, (819 reviews)
"We stayed one night in July. Easy check-in and clean room."
United States
Rebecca
$89 nightly
The price is $99
Sep 3 - Sep 4
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, (227 reviews)
"Very nice place to stay with captivating view"
United States
Frederic
$210 nightly
The price is $222
Sep 8 - Sep 9
Total with taxes and fees
Blue Vista Motor Lodge
A group of people performing yoga in an outdoor setting with grass and trees.

11. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 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
$74 nightly
The price is $82
Sep 8 - Sep 9
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

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
$101 nightly
The price is $113
Sep 8 - Sep 9
Total with taxes and fees
Sunset Inn
A calm lake at dusk with a wooden dock and two chairs facing the water.

13. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (13 reviews)
"excellent lakeside view"
United States
mike
$139 nightly
The price is $155
Sep 9 - Sep 10
Total with taxes and fees
Berkshire Lake Lodge

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
$72 nightly
The price is $81
Sep 6 - Sep 7
Total with taxes and fees
Berkshire Travel Lodge
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

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
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

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
$78 nightly
The price is $87
Sep 8 - Sep 9
Total with taxes and fees
Howard Johnson by Wyndham Lenox
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, (63 reviews)
"Comfortable stay "
United States
Paul
$123 nightly
The price is $137
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

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"this grand old hotel is warm and welcoming — a real hub of Bershires life and history"
James 2-night trip
Posted 4 hours ago
The Red Lion Inn

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Frequently asked questions

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