Find Cheshire motels from $62

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Our top choices for Cheshire motels

1. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (936 reviews)
"Friendly staff"
United States
William
$79 nightly
The price is $88
Nov 12 - Nov 13
Total with taxes and fees
FairBridge Inn Express

2. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.0 out of 10, Wonderful, (124 reviews)
"Loved the vibe!"
United States
Elizabeth
$106 nightly
The price is $116
Dec 10 - Dec 11
Total with taxes and fees
The Springs Motel

3. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (369 reviews)
"Yes no frills but good for an economic stay. Great coffee at The Coffee Shop Williamstown nearby"
United States
Grantley
$81 nightly
The price is $90
Nov 19 - Nov 20
Total with taxes and fees
Williamstown Motel

4. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (964 reviews)
"Needed a home away from home when a renovation turned into a nightmare. The family who runs this place are lovely and kind, the hotel is clean if a bit older. Solid choice in the area. Will let friends and family know if they are coming, simple clean hotel."
United States
Kate
$90 nightly
The price is $101
Nov 12 - Nov 13
Total with taxes and fees
Howard Johnson by Wyndham Williamstown

5. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (968 reviews)
"Very friendly and helpful"
United States
Adrienne
$79 nightly
The price is $88
Nov 16 - Nov 17
Total with taxes and fees
Cozy Corner Motel

6. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,000 reviews)
"Outstanding bed and breakfast in Williamstown, walking distance to the college, and also close to Mass MOCA. Will be staying there again. The fresh fruit was absolutely outstanding."
United States
Anuj
$89 nightly
The price is $99
Nov 15 - Nov 16
Total with taxes and fees
Willows Motel Williamstown

7. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (839 reviews)
"Friendly staff, quiet location set back from the road, this is our go-to place in Williamstown."
United States
Miguel
$69 nightly
The price is $77
Dec 1 - Dec 2
Total with taxes and fees
The Villager Motel

8. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (943 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
$86 nightly
The price is $96
Nov 15 - Nov 16
Total with taxes and fees
Berkshire Inn

9. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (648 reviews)
"Perfect charming little hotel The couple at the front was very nice and helpful"
United States
yeraldine
$99 nightly
The price is $111
Nov 12 - Nov 13
Total with taxes and fees
Maple Terrace Motel

10. Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (243 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
$155 nightly
The price is $163
Dec 2 - Dec 3
Total with taxes and fees
Blue Vista Motor Lodge

11. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (713 reviews)
"It was super clean and safe"
United States
Fernando
$56 nightly
The price is $63
Dec 2 - Dec 3
Total with taxes and fees
Econo Lodge Lee - Great Barrington

12. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (527 reviews)
"The room was clean and the staff friendly."
United States
Istvan
$76 nightly
The price is $85
Nov 12 - Nov 13
Total with taxes and fees
Berkshire Travel Lodge

13. 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
$63 nightly
The price is $69
Nov 12 - Nov 13
Total with taxes and fees
Pleasant Valley Motel West Stockbridge

14. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (937 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
$79 nightly
The price is $88
Nov 12 - Nov 13
Total with taxes and fees
Howard Johnson by Wyndham Lenox

15. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (447 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
$79 nightly
The price is $88
Nov 14 - Nov 15
Total with taxes and fees
Sunset Inn

16. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (28 reviews)
"excellent lakeside view"
United States
mike
$115 nightly
The price is $129
Nov 12 - Nov 13
Total with taxes and fees
Berkshire Lake Lodge

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
Nov 12 - Nov 13
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.

Learn more about Cheshire

Get away to romantic Cheshire! Enjoy the skiing, hiking, and natural setting.

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Top reviews in Cheshire

Frequently Asked Questions

What is the nightly rate for a motel in Cheshire?

You can find a great deal from $62 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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