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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Cheshire

A large, two-story house with a front porch and a well-maintained garden with various flowers and shrubs.

1. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.8 out of 10, Exceptional, (58 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is ₹20,728
₹21,910 total
includes taxes & fees
12 Nov - 13 Nov
Harbour House Inn
A hotel room with a bed, two bedside lamps, a chair, a dresser, a mirror, and a painting on the wall.

2. Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (284 reviews)
"The motel was clean and somewhat updated. Check in and check out was easy. Across the street was a yummy pizzeria."
United States
Joann
The price is ₹6,103
₹6,817 total
includes taxes & fees
6 Dec - 7 Dec
Rodeway Inn
A patio area with outdoor furniture, a fire pit, and potted plants.

3. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (123 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is ₹8,832
₹9,689 total
includes taxes & fees
15 Nov - 16 Nov
The Springs Motel
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

4. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (934 reviews)
"Friendly staff"
United States
William
The price is ₹6,677
₹7,458 total
includes taxes & fees
8 Nov - 9 Nov
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.

5. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (366 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is ₹7,773
₹8,683 total
includes taxes & fees
11 Nov - 12 Nov
Williamstown Motel
A building entrance with a large planter with purple flowers and a small tree.

6. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (981 reviews)
"Very nice hotel"
United States
Philip
The price is ₹10,968
₹12,252 total
includes taxes & fees
29 Nov - 30 Nov
Hotel On North
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)
"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
The price is ₹7,940
₹8,869 total
includes taxes & fees
8 Nov - 9 Nov
Willows Motel 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, (839 reviews)
"Everything was so clean, staff at the front desk were kind, will definitely be back if we stay in the area again!"
United States
Khileigh
The price is ₹6,519
₹7,281 total
includes taxes & fees
1 Dec - 2 Dec
The Villager Motel
A living room with a fireplace, two sofas, and four black side tables.

9. The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (44 reviews)
"Room 6 was much larger than expected! We arrived after hours and it was very easy to find our room."
United States
Katrina
The price is ₹13,044
₹14,570 total
includes taxes & fees
16 Nov - 17 Nov
The Revival House
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

10. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (941 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is ₹7,775
₹8,685 total
includes taxes & fees
28 Nov - 29 Nov
Berkshire Inn
Indoor pool

11. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,833 reviews)
"Great resort, great location very spacious."
United States
Marcos
The price is ₹7,590
₹9,515 total
includes taxes & fees
8 Nov - 9 Nov
Vacation Village in the Berkshires
An outdoor seating area with Adirondack chairs and potted plants.

12. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (965 reviews)
"Very clean and welcoming room. Staff man was very helpful and conscientious"
United States
Frank
The price is ₹7,015
₹8,281 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Corner Motel
A building with a covered parking area and a grassy front yard.

13. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (959 reviews)
"Room was very clean. Tastefully decorated. Beds were comfortable. Would stay there next time we go to Williamstown,Mass."
United States
Barbara
The price is ₹9,390
₹10,489 total
includes taxes & fees
3 Dec - 4 Dec
Howard Johnson by Wyndham Williamstown
Room

14. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
9.0 out of 10, Wonderful, (1,002 reviews)
"Had a great time at this wonderful hotel."
United States
marwan
The price is ₹11,261
₹12,579 total
includes taxes & fees
22 Nov - 23 Nov
Hotel Downstreet, an Ascend Collection Hotel
A garden with a swing set, a blue chair, and a flower bed.

15. 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
The price is ₹9,297
₹10,385 total
includes taxes & fees
7 Dec - 8 Dec
Maple Terrace Motel
A covered porch with white furniture and green chairs, surrounded by lush greenery.

16. 1896 House Country Inn & Motels

1896 House Country Inn & Motels
2.5 star property
Williamstown
6.8 out of 10, (459 reviews)
"Decent"
United States
Maryann
The price is ₹8,182
₹9,139 total
includes taxes & fees
8 Nov - 9 Nov
1896 House Country Inn & Motels
An indoor swimming pool with clear water, tiled floors, and a blue wall.

17. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (257 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is ₹9,731
₹10,869 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

18. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (434 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is ₹9,297
₹10,385 total
includes taxes & fees
22 Nov - 23 Nov
The Central Downtown Inn & Suites
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

19. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,002 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is ₹12,314
₹13,755 total
includes taxes & fees
13 Nov - 14 Nov
Jiminy Peak Mountain Resort
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

20. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,002 reviews)
"Room was spacious and clean"
United States
James
The price is ₹8,779
₹9,806 total
includes taxes & fees
3 Dec - 4 Dec
Best Western Plus Berkshire Hills Inn & Suites
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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Learn more about Cheshire

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

See all hotels in Cheshire
A lake surrounded by autumn-colored trees and hills.

Top reviews in Cheshire

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.
Williamstown Motel

Williamstown Motel

Williamstown Motel
Williamstown

8/10 Good

Great location with easy parking
United Kingdom
David
Reviewed October 26, 2025
Williamstown Motel

Frequently Asked Questions

What is Cheshire like for a resort holiday?

You deserve a holiday, and a resort is just the place to find all the amenities and services you need for a relaxing time in Cheshire. One of the comfortable resorts in the area might be just what you're looking for, whether you're hoping for an amazing pool, shopping possibilities or activities for the youngsters.

What can I do in Cheshire?

Mount Greylock State Reservation and Cheshire Reservoir are a few of the interesting sights to visit. In the area, other attractions include St Mary's of the Assumption Church and Mount Greylock State Reservation Visitor Center.

What's the weather like in Cheshire?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Cheshire are January, March, February and November, with each month seeing an average of 17 cm of snowfall.

What's the best way to get to and around Cheshire?

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 11.5 mi (18.5 km) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 33.6 mi (54 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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