Cheshire hotels from RM 262

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Go beyond your typical stay in Cheshire

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Pet friendly
Pet friendly
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Pool
Pool

Check prices for these dates

Tonight
9 Nov - 10 Nov
Tomorrow
10 Nov - 11 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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Our top choices for Cheshire hotels

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 RM1,030
RM1,088 total
includes taxes & fees
12 Nov - 13 Nov
Harbour House Inn
A living room with a fireplace, two sofas, and four black side tables.

2. The Revival House

The Revival House
3.0 star property
Adams
8.8 out of 10, Excellent, (45 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 RM609
RM680 total
includes taxes & fees
10 Nov - 11 Nov
The Revival House
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 RM429
RM471 total
includes taxes & fees
10 Dec - 11 Dec
The Springs Motel
Indoor pool

4. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,837 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is RM326
RM409 total
includes taxes & fees
10 Nov - 11 Nov
Vacation Village in the Berkshires
Room

5. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
9.0 out of 10, Wonderful, (1,006 reviews)
"Had a great time at this wonderful hotel."
United States
marwan
The price is RM484
RM540 total
includes taxes & fees
22 Nov - 23 Nov
Hotel Downstreet, an Ascend Collection Hotel
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 RM471
RM526 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, (1,002 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 RM343
RM383 total
includes taxes & fees
10 Nov - 11 Nov
Willows Motel Williamstown
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

8. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (935 reviews)
"Friendly staff"
United States
William
The price is RM289
RM322 total
includes taxes & fees
10 Nov - 11 Nov
FairBridge Inn Express
A fire feature with a metal frame and a brick wall in the background.

9. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (441 reviews)
"Nicer than your average ~$150 hotels. Clean room, but the details were better than the local Holiday Inn, etc. Would stay again."
United States
Josh
The price is RM600
RM671 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Williamstown
A hotel room with a bed, two bedside lamps, a chair, a dresser, a mirror, and a painting on the wall.

10. Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (285 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 RM262
RM293 total
includes taxes & fees
8 Dec - 9 Dec
Rodeway Inn
A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

11. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.2 out of 10, Wonderful, (159 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is RM705
RM788 total
includes taxes & fees
10 Nov - 11 Nov
The Trail in Adams - Berkshires’ Art Hotel
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

12. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (529 reviews)
"Great stay"
United States
Ram
The price is RM654
RM821 total
includes taxes & fees
23 Nov - 24 Nov
The Porches Inn at Mass MoCA
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

13. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (713 reviews)
"Fantastic hotel! Would definitely stay again."
United States
Pete
The price is RM825
RM921 total
includes taxes & fees
10 Nov - 11 Nov
The Williams 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.

14. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (368 reviews)
"Yes no frills but good for an economic stay. Great coffee at The Coffee Shop Williamstown nearby"
United States
Grantley
The price is RM361
RM403 total
includes taxes & fees
10 Nov - 11 Nov
Williamstown Motel
A building with a covered parking area and a grassy front yard.

15. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (962 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
The price is RM406
RM453 total
includes taxes & fees
26 Nov - 27 Nov
Howard Johnson by Wyndham Williamstown
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

16. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,004 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is RM544
RM608 total
includes taxes & fees
10 Nov - 11 Nov
Jiminy Peak Mountain Resort
A garden with a swing set, a blue chair, and a flower bed.

17. 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 RM402
RM449 total
includes taxes & fees
10 Nov - 11 Nov
Maple Terrace Motel
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (258 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is RM446
RM499 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A kitchen with a countertop, a refrigerator, and a window.

19. 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 RM280
RM313 total
includes taxes & fees
1 Dec - 2 Dec
The Villager Motel
Exterior

20. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,263 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is RM312
RM439 total
includes taxes & fees
6 Dec - 7 Dec
Berkshire Mountain Lodge
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.
View all properties

Compare top hotels in Cheshire

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

Harbour House Inn

3.5 star property
Cheshire
View
A living room with a fireplace, two sofas, and four black side tables.

The Revival House

3.0 star property
Adams
View
A patio area with outdoor furniture, a fire pit, and potted plants.

The Springs Motel

2.0 star property
New Ashford
View
Indoor pool

Vacation Village in the Berkshires

3.0 star property
Williamstown
View
Room

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
View
9.8
Exceptional
58 reviews
8.8
Excellent
45 reviews
9.2
Wonderful
123 reviews
8.8
Excellent
2,837 reviews
9.0
Wonderful
1,006 reviews
The price is RM1,030
RM1,088 total
includes taxes & fees
12 Nov - 13 Nov
The price is RM609
RM680 total
includes taxes & fees
10 Nov - 11 Nov
The price is RM429
RM471 total
includes taxes & fees
10 Dec - 11 Dec
The price is RM326
RM409 total
includes taxes & fees
10 Nov - 11 Nov
The price is RM484
RM540 total
includes taxes & fees
22 Nov - 23 Nov
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Stay near popular Cheshire attractions

St Mary's of the Assumption Church

10.0/10 (1 review)
This historic Catholic parish has served Cheshire's community since 1879, offering a serene space for reflection. Visit during religious holidays to experience special services in its traditional architectural setting.
See properties

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.

Frequently Asked Questions

If I need to cancel my hotel reservation in Cheshire, will I receive a refund?

Yes! Most room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Cheshire.

What's the best LGBTQ-friendly place to stay in Cheshire?

Harbour House Inn is a top LGBTQ-friendly B&B, and features free breakfast and free WiFi. See all available hotels listed as LGBTQ-friendly in Cheshire.

What are some hotels with pools in Cheshire?

Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge and The Yankee Inn are two additional hotels that feature an on-site pool. View all hotels with pools in Cheshire.

What is staying in Cheshire like?

Visitors can enjoy all that Cheshire has to offer, including the ski areas, restaurants and lake views. Tourists can also enjoy so much more including its shopping. In Cheshire, there are 6 hotels and other accommodation options to choose from. Find out more about Cheshire.

What is there to see in Cheshire?

The picturesque setting of Mount Greylock State Reservation and Cheshire Reservoir exemplify the area's natural beauty. You'll also find Mount Greylock State Reservation Visitor Center and Mount Greylock in the area. Take a look at what more there is to see and do in Expedia's Cheshire guide.

What's the seasonal weather 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 place to stay in Cheshire?

Located 6.5 mi (10.5 km) from the heart of Cheshire, Vacation Village in the Berkshires is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Berkshire Mountain Lodge and The Yankee Inn. See all available top hotels, or vacation rentals in Cheshire.