A lake surrounded by autumn-colored trees and hills.

Find Cheshire motels from $76

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

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, (120 reviews)
"Loved the vibe!"
United States
Elizabeth
$114 nightly
The price is $125
Sep 24 - Sep 25
Total with taxes and fees
The Springs Motel
Desk, iron/ironing board, WiFi (free), bed sheets

2. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (909 reviews)
"great value"
United States
Horace
$69 nightly
The price is $77
Sep 23 - Sep 24
Total with taxes and fees
FairBridge Inn Express
Mountain view

3. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (944 reviews)
"Great place"
United States
Donna
$100 nightly
The price is $112
Sep 23 - Sep 24
Total with taxes and fees
Howard Johnson by Wyndham Williamstown
Gazebo

4. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (952 reviews)
"Lovely classic motel with attentive staff. Owner lives on property and is very engaging. Lovely grounds."
United States
Jonathan
$93 nightly
The price is $104
Sep 23 - Sep 24
Total with taxes and fees
Cozy Corner Motel
Property grounds

5. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,005 reviews)
"The breakfast was amazing. All the fresh fruit you can imagine."
United States
Bill
$109 nightly
The price is $122
Sep 23 - Sep 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, (929 reviews)
"Very well maintained and clean for an older looking property. I stayed here twice now."
United States
Kristina
$78 nightly
The price is $87
Oct 21 - Oct 22
Total with taxes and fees
Berkshire Inn
In-room safe, desk, laptop workspace, iron/ironing board

7. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (917 reviews)
"We were in town for a concert and skeptical at first but when we arrived at our room it was very clean, the front desk was quick and pleasant, would definitely recommend as a nice place to stay!"
United States
COLLEEN
$79 nightly
The price is $88
Sep 23 - Sep 24
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Property grounds

8. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (640 reviews)
"Completely satisfied. Clean, comfortable with attentive staff. Near excellent Korean Restaurant. Near Mass MOCA, Clark and Williams College Museums"
United States
Jonathan
$125 nightly
The price is $140
Sep 24 - Sep 25
Total with taxes and fees
Maple Terrace Motel
View from property

9. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (346 reviews)
"Excellent service, excellent stay."
United States
Ahmet
$95 nightly
The price is $106
Sep 23 - Sep 24
Total with taxes and fees
Williamstown Motel
Reception

10. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (825 reviews)
"We stayed one night in July. Easy check-in and clean room."
United States
Rebecca
$89 nightly
The price is $99
Sep 23 - Sep 24
Total with taxes and fees
The Villager Motel
Exterior

11. Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (230 reviews)
"Very nice place to stay with captivating view"
United States
Frederic
$214 nightly
The price is $226
Sep 23 - Sep 24
Total with taxes and fees
Blue Vista Motor Lodge
In-room dining

12. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (699 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 28 - Sep 29
Total with taxes and fees
Econo Lodge Lee - Great Barrington
Children's activities

13. 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
Sep 23 - Sep 24
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Lake view

14. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (19 reviews)
"excellent lakeside view"
United States
mike
$131 nightly
The price is $146
Oct 5 - Oct 6
Total with taxes and fees
Berkshire Lake Lodge
Seasonal outdoor pool

15. 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
$94 nightly
The price is $104
Oct 5 - Oct 6
Total with taxes and fees
Sunset Inn
Outdoor pool

16. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (512 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
$67 nightly
The price is $76
Oct 20 - Oct 21
Total with taxes and fees
Berkshire Travel Lodge
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
$135 nightly
The price is $151
Sep 23 - Sep 24
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

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Great location for our trip into NE."
Mark 1-night trip
Posted 1 hour ago
Quality Inn Lee - Lenox South

Find out more about Cheshire

Cheshire Motels information

Number of reviews
8,072
Accommodation
26 Motels
Lowest Price
$76
Highest Price
$226

Frequently asked questions

What is the nightly rate for a motel in Cheshire?
You can find a great deal from $76 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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