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Find hotels in Cheshire, MA from ₩93,555

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Check Cheshire hotel prices

Tonight
May 21 - May 22
Tomorrow night
May 22 - May 23
This weekend
May 24 - May 26
Next weekend
May 31 - Jun 2

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Compare 873 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Front of property - evening/night
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (586)
"Very unique venue rooms were awesome staff was incredibly personable will certainly stay there again"
The price is ₩229,022
per night
May 23 - May 24
Hotel On North
Front of property - evening/night
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (294)
"Love the Williams Inn"
The price is ₩353,787
per night
May 22 - May 23
The Williams Inn
Exterior detail
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (508)
"Arrived late after office closed. Easy arrangements for check in made with no issues. Light in room was on to welcome me. Room was very clean with nice appointments of water, coffee, tea, chocolates. "
The price is ₩142,292
per night
May 29 - May 30
Maple Terrace Motel
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Exterior
The Porches Inn at Mass MoCA
3.5 star property
9.4 out of 10, Exceptional, (340)
"Pool!!!"
The price is ₩248,441
per night
May 27 - May 28
The Porches Inn at Mass MoCA
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.4 out of 10, Exceptional, (581)
"Very good"
The price is ₩228,139
per night
May 27 - May 28
Hilton Garden Inn Lenox Pittsfield
Indoor pool
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (510)
"Room was so nice. Bed was comfortable. Overall glad we stayed here. "
The price is ₩218,295
per night
May 27 - May 28
Courtyard by Marriott Lenox Berkshires
Exterior
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1000)
"No water for drinking on each floor, only in lobby. Some updates could be done. Lovely people."
The price is ₩202,542
per night
May 30 - May 31
Hampton Inn & Suites Berkshires-Lenox
Exterior
Club Wyndham Bentley Brook
3.0 star property
9.2 out of 10, Wonderful, (435)
"Excellent customer service at this property extremely clean. Very safe and very quiet family had a lot of fun with all the amenities "
Club Wyndham Bentley Brook
Exterior
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1000)
"Room was very clean. Staff was helpful and available. "
The price is ₩140,400
per night
May 22 - May 23
The Yankee, Trademark Collection by Wyndham
Lobby
Life House Berkshires
3.5 star property
9.0 out of 10, Wonderful, (243)
"Driveway entrance is on a very busy road where cars & trucks go very fast, so turning into & out of drive is tricky."
The price is ₩134,161
per night
May 22 - May 23
Life House Berkshires
Exterior
Berkshire Valley Inn
2.5 star property
9.0 out of 10, Wonderful, (502)
"Very pretty and super clean. "
The price is ₩168,040
per night
May 23 - May 24
Berkshire Valley Inn
Interior
Cozy Corner Motel
2.0 star property
9.0 out of 10, Wonderful, (681)
"Very clean "
The price is ₩106,910
per night
May 22 - May 23
Cozy Corner Motel
Fridge, microwave, stovetop, coffee/tea maker
Berkshire Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (311)
"A good stay. Clean and quite. Nice pool and fun for the Kidspiration "
The price is ₩223,601
per night
May 27 - May 28
Berkshire Mountain Lodge
Exterior
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, (270)
"Cleanliness. Conenience. Lobby decor. Friendly service. Late model hi def TV. Comfy bed."
The price is ₩218,181
per night
May 27 - May 28
Fairfield Inn & Suites by Marriott Williamstown
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, (103)
"It was clean and quiet good Breakfast "
The price is ₩296,441
per night
May 29 - May 30
The Trail in Adams - Berkshires’ Art Hotel
Exterior
Willows Motel Williamstown
2.0 star property
8.8 out of 10, Excellent, (794)
"The breakfast was excellent, with a wide variety of fruits and baked items."
The price is ₩107,058
per night
May 27 - May 28
Willows Motel Williamstown
Exterior
The Villager Motel
2.0 star property
8.8 out of 10, Excellent, (595)
"The room was great, clean and neat. There was a chemical odor in the room, we actually rented two rooms and they both had an odor. I am unable to identify, other than to think it was some sort of chemical odor. I got some fabreeze to help. Friendly staff on check in."
The price is ₩93,555
per night
May 22 - May 23
The Villager Motel
Courtyard
The Springs Motel
2.0 star property
8.8 out of 10, Excellent, (24)
"The Springs is a wonderful place! The renovations are so well done. We've stayed 3 times in 3 different rooms all were excellent but the honeymoon suite is my favorite. The beds are comfortable and the rooms are clean. The retro vibe of the place is downright adorable. With firepits, grills and a multitude of outdoor activities it was like staying at a mini resort. The staff is wonderful. The Springs is tucked away from the hustle and bustle of the area so it's quiet and safe but you will need...
The price is ₩203,381
per night
Jun 19 - Jun 20
The Springs Motel
Hypo-allergenic bedding, laptop workspace, blackout drapes
Hotel Downstreet
3.0 star property
8.6 out of 10, Excellent, (923)
"A great place to stay in North Adams. Clean, friendly and located just a couple of miles from an outstanding breakfast restaurant. "
The price is ₩201,919
per night
May 22 - May 23
Hotel Downstreet
Reception
Williamstown Motel
2.0 star property
8.6 out of 10, Excellent, (552)
"This quiet oasis off a busy road was gem! Close to everything i needed and a cozy stay. The owners are friendly and attentive as needed. i will come back here on my next sojourn in Williamstown."
The price is ₩94,766
per night
May 27 - May 28
Williamstown Motel
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See all available properties in Cheshire
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.

Stay near popular Cheshire attractions

Image for St Mary's of the Assumption Church

St Mary's of the Assumption Church

5/5(1 review)

Learn about the local history of Cheshire with a stop at St Mary's of the Assumption Church. Discover the area's mountain views, or seek out its ski slopes.

See properties
St Mary's of the Assumption Church

Cheshire hotels information

Number of reviews
11,568
Accommodation
873 hotels
Lowest Price
₩93,555
Highest Price
₩353,787

Frequently asked questions

What's the best place to stay in Cheshire?

Located 20.8 mi (33.4 km) from the heart of Cheshire, The Red Lion Inn is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Life House Berkshires and The Black Swan Lee - Lenox, Ascend Hotel Collection. See all available top hotels, or vacation rentals in Cheshire.

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

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

Where can I learn more about changing or cancelling my trip to Cheshire?

To find more details about updating your trip to Cheshire or cancelling it, click here.

What is the favorite LGBTQ-friendly accommodation 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 is the best hotel near Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

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 3 hotels and other accommodations to choose from. Find out more about Cheshire.

What are the top places to visit in Cheshire?

A couple of favorite places to visit are Mount Greylock State Reservation and St Mary's of the Assumption Church. You'll also find Mount Greylock State Reservation Visitor Center and Mount Greylock in the area. Check out what more to see and do in Expedia's Cheshire guide.

What's the seasonal weather like in Cheshire?

The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Cheshire are January, April, March, and February, with each month seeing an average of 8 inches of snowfall.

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