Cheshire hotels from HK$528

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Our top choices for Cheshire hotels

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is HK$1,808
HK$1,911 total
includes taxes & fees
4 Jun - 5 Jun
Harbour House Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (453 reviews)
"Everything was excellent"
United States
Barbara
The price is HK$802
HK$880 total
includes taxes & fees
11 May - 12 May
Shaker Mill Inn

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is HK$775
HK$866 total
includes taxes & fees
17 May - 18 May
The Yankee Inn

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,002 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is HK$860
HK$961 total
includes taxes & fees
12 May - 13 May
Best Western Plus Berkshire Hills Inn & Suites

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (135 reviews)
"The bedroom and entire first floor living area was clean and nicely appointed in period decor. The self-check in process was simple and convenient. Lastly, the staff went above and beyond to find and quickly mail back my forgotten prescription eyeglasses to my home address. Will definitely stay here again if visiting the pioneer valley. "
United States
John
The price is HK$789
HK$1,265 total
includes taxes & fees
27 May - 28 May
Blooming Inn

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (934 reviews)
"Great stay!"
United States
Aditya
The price is HK$889
HK$993 total
includes taxes & fees
14 May - 15 May
Berkshires Untold

The Revival House

The Revival House
3.0 star property
Adams
9.2 out of 10, Wonderful, (29 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is HK$1,216
HK$1,358 total
includes taxes & fees
15 May - 16 May
The Revival House

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (904 reviews)
"Everything was clean and very comfortable. The room was quite spacious and the bathroom brand new and very clean! From parking to friendliness to safety my stay was top notch! "
United States
Heidi
The price is HK$620
HK$731 total
includes taxes & fees
17 May - 18 May
Cozy Corner Motel

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,003 reviews)
"Rooms need an update badly."
United States
john
The price is HK$481
HK$528 total
includes taxes & fees
26 May - 27 May
Pleasant Valley Motel West Stockbridge

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (785 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is HK$619
HK$691 total
includes taxes & fees
12 May - 13 May
The Villager Motel

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,004 reviews)
"Great location "
United States
Edith
The price is HK$909
HK$1,015 total
includes taxes & fees
26 May - 27 May
Quality Inn Lee - Lenox South

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (96 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is HK$832
HK$913 total
includes taxes & fees
11 May - 12 May
The Springs Motel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (926 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is HK$687
HK$942 total
includes taxes & fees
24 May - 25 May
Berkshire Mountain Lodge

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (853 reviews)
"Great value"
United States
Ralph
The price is HK$619
HK$691 total
includes taxes & fees
11 May - 12 May
Howard Johnson by Wyndham Lenox

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is HK$1,308
HK$1,460 total
includes taxes & fees
17 May - 18 May
Element Lenox Berkshires

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (242 reviews)
"Found dead flies in the beds and the sheets were stained. I would not expect much from an inexpensive room but I do expect it to be clean."
United States
Heidi
The price is HK$557
HK$622 total
includes taxes & fees
17 May - 18 May
Rodeway Inn

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (602 reviews)
"Very clean and comfortable room and grounds, pleasant and helpful hosts, relaxing setting. Highly recommended."
United States
David J.
The price is HK$853
HK$953 total
includes taxes & fees
14 May - 15 May
Maple Terrace Motel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,006 reviews)
"Staff was friendly, room was clean and the beds were comfortable. Dog friendly also. Good breakfast selection. I would stay there again."
United States
Lillian
The price is HK$989
HK$1,105 total
includes taxes & fees
19 May - 20 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,007 reviews)
"A nice stay at an affordable price. "
United States
Brian
The price is HK$632
HK$706 total
includes taxes & fees
11 May - 12 May
Willows Motel Williamstown

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (210 reviews)
"Great stay! "
United States
ALEKSey
The price is HK$1,402
HK$1,482 total
includes taxes & fees
11 May - 12 May
Blue Vista Motor Lodge
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Stay near popular Cheshire attractions

Learn more about Cheshire

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

An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.

Top Cheshire Hotel Reviews

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Frequently asked questions

What's the best place to stay in Cheshire?
Located 11.5 mi (18.6 km) from the heart of Cheshire, Berkshire Mountain Lodge is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Berkshires Untold and Vacation Village in the Berkshires. See all available top hotels, or vacation rentals in Cheshire.
What are some of the best holiday rentals that Cheshire has to offer?
Peace and quiet on the lake: This holiday home rental outside of Cheshire is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all vacation rentals in Cheshire.
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?
Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Vacation Village in the Berkshires and The Red Lion 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?
A favourite place to visit is Mount Greylock State Reservation. You'll also find Mount Greylock State Reservation Visitor Center and Susan B. Anthony Birthplace Museum 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.

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