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Cheshire hotels from RM329

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Top 10 trending Cheshire hotels

Front of property – evening/night
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (293)
"I love everything about this property!"
The price is RM 1,311
per night
2 May - 3 May
The Williams Inn
Exterior detail
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (501)
"This is my second time in less than two months staying here - it is now my "go to" hotel when driving thru Massachusetts. Once again, extremely clean, comfortable, quiet, and owners/family very welcoming and friendly. I'll be back!"
The price is RM 501
per night
1 May - 2 May
Maple Terrace Motel
Exterior
The Porches Inn
3.5 star property
9.4 out of 10, Exceptional, (340)
"Pool!!!"
The price is RM 865
per night
2 May - 3 May
The Porches Inn
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Lobby
Life House Berkshires
3.5 star property
9.2 out of 10, Wonderful, (231)
"This place is so cute! My husband, my toddler and our Yorkie had a great night stay. You can check in on a kiosk and text them for anything you need! Everyone was so friendly and being pet friendly was a big bonus! Bit of a misunderstanding on my part, no complimentary breakfast."
The price is RM 472
per night
5 May - 6 May
Life House Berkshires
Indoor pool
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (505)
"Property was clean. Room was comfortable. "
The price is RM 725
per night
2 May - 3 May
Courtyard by Marriott Lenox Berkshires
Exterior
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1001)
"Set back from the road, clean and friendly staff"
The price is RM 562
per night
11 May - 12 May
Hampton Inn & Suites Berkshires-Lenox
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (579)
"Very good"
The price is RM 681
per night
11 May - 12 May
Hilton Garden Inn Lenox Pittsfield
Exterior
Club Wyndham Bentley Brook
3.0 star property
9.2 out of 10, Wonderful, (431)
"The staff was wonderful. The suite had everything that we needed and felt like home. I was there for a hiking trip and location was convenient and loved being able to relax in a jacuzzi afterwards. "
Club Wyndham Bentley Brook
Exterior
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1000)
"My overall experience at the Yankee was very good, my only complaint is the shower. The water took forever to warm up and when it eventually did it was moderately warm, never got hot, and the water pressure was poor. Otherwise my stay there was all I needed it to be"
The price is RM 563
per night
6 May - 7 May
The Yankee, Trademark Collection by Wyndham
Exterior
Berkshire Valley Inn
2.5 star property
9.0 out of 10, Wonderful, (498)
"Berkshire valley inn is special for many reasons. They have reconfigured some of the classic hotel rooms into 3 or 4 bedroom suites with a kitchen. They have built a dog run on the hill behind the hotel. They serve delicious gluten free (!) muffins and frittata as well as gluten-full items. They have decorated in a cute and modern style that is unpretentious and comfortable. And the proprietor is lovely, she even called me when she found something we left behind. I hope to visit again in warmer...
The price is RM 591
per night
1 May - 2 May
Berkshire Valley Inn
Interior
Cozy Corner Motel
2.0 star property
9.0 out of 10, Wonderful, (677)
"Nice, clean accommodation. Beds are comfortable. "
The price is RM 358
per night
5 May - 6 May
Cozy Corner Motel
Fridge, microwave, stovetop, coffee/tea maker
Berkshire Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (308)
"Nice and clean, staff were excellent"
The price is RM 787
per night
1 May - 2 May
Berkshire Mountain Lodge
Exterior
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, (263)
"The rooms were nicely laid out and well designed. The property was very clean and quiet. It looked brand new."
The price is RM 725
per night
26 May - 27 May
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 RM 1,043
per night
1 May - 2 May
The Trail in Adams - Berkshires’ Art Hotel
Exterior
Willows Motel Williamstown
2.0 star property
8.8 out of 10, Excellent, (786)
"Super friendly staff—amazing family. A little dated, but very clean and comfortable."
The price is RM 358
per night
15 May - 16 May
Willows Motel Williamstown
Exterior
The Villager Motel
2.0 star property
8.8 out of 10, Excellent, (591)
"I arrived well after midnight, but called ahead and my room was waiting for me. The room was clean and it was in a safe area. Definitely worth the money!"
The price is RM 329
per night
1 May - 2 May
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 Springs Motel
Indoor pool, outdoor pool, pool umbrellas
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1672)
"Very nice spot quiet "
The price is RM 805
per night
2 May - 3 May
Vacation Village in the Berkshires
Hypo-allergenic bedding, laptop workspace, blackout curtains
Hotel Downstreet
3.0 star property
8.6 out of 10, Excellent, (911)
"We enjoyed our stay and would definitely stay here again should we return to the area. Comfy beds, lots of pillows and simple white bedding. Loved the view of downtown from our windows. The artwork throughout was really a refreshingly unique way to decorate! Negatives we experienced - There was a barking dog a few doors down the hall but he stopped after approximately 30 minutes. Also when an adjacent room let their door swing shut, it caused our beds and headboards to bounce! Neither one of...
The price is RM 710
per night
1 May - 2 May
Hotel Downstreet
Reception
Williamstown Motel
2.0 star property
8.6 out of 10, Excellent, (544)
"Very friendly "
The price is RM 333
per night
2 May - 3 May
Williamstown Motel
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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.

More cheap stays in Cheshire

Quality Inn

Quality Inn

170 Housatonic Street, Lee, MA
The price is RM425 per night from May 2 to May 3
RM425
per night
2 May - 3 May
8/10 Very Good! (879 reviews)

Hotels near Cheshire Attractions

Image for St Mary's of the Assumption Church

St Mary's of the Assumption Church

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
4,584
Accommodation
884 hotels
Lowest Price
RM329
Highest Price
RM1,311

Frequently asked questions

What's the best place to stay in Cheshire?

Located 13.4 mi (21.6 km) from the heart of Cheshire, Life House Berkshires is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are The Red Lion Inn 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 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 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 accommodation options to choose from. Find out more about Cheshire.

What is there to see in Cheshire?

A couple of favourite 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. 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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Recent Reviews in Cheshire
Expedia verified reviews

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

5/5 Excellent
"Set back from the road, clean and friendly staff"
A verified traveller from Springfield stayed at Hampton Inn & Suites Berkshires-Lenox
Posted 2 days ago
Hampton Inn & Suites Berkshires-Lenox
Vacation Village in the Berkshires

Vacation Village in the Berkshires

5/5 Excellent
" I was really impressed with my room. Especially for the cost. Very spacious layout compared to a normal hotel room. I get that it may be a down time in terms of seasonal bookings for that area. However, it was a great place at a great value; even during a conference week (which is why I was there) at a resort right down the road. I would stay there again anytime."
A verified traveller stayed at Vacation Village in the Berkshires
Posted 11 days ago
Vacation Village in the Berkshires