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Cheshire Hotels from ₹5,487

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Top 10 Cheshire hotels and places to stay

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (834)
"Very, very clean with friendly owners. Located within a few minutes' drive of good restaurants and outdoor recreation areas. We would definitely stay again!"
The price is ₹7,997
₹9,388 total
includes taxes & fees
20 Jul - 21 Jul
Cozy Corner Motel

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (611)
"Convenient location for my trip"
The price is ₹5,930
₹6,624 total
includes taxes & fees
28 Jul - 29 Jul
Wagon Wheel Inn

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (720)
"Great quiet stay. "
The price is ₹8,508
₹9,504 total
includes taxes & fees
23 Jul - 24 Jul
The Villager Motel

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (50)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is ₹20,321
₹21,479 total
includes taxes & fees
23 Jul - 24 Jul
Harbour House Inn

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (103)
"Great Place to stay in Small town"
The price is ₹7,484
₹11,717 total
includes taxes & fees
18 Aug - 19 Aug
Blooming Inn

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Loved the Yankee Inn!"
The price is ₹11,615
₹12,974 total
includes taxes & fees
31 Jul - 1 Aug
The Yankee, Trademark Collection by Wyndham

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (927)
"Clean, conscientious service, great breakast spread. "
The price is ₹9,219
₹10,297 total
includes taxes & fees
21 Jul - 22 Jul
Willows Motel Williamstown

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Good lodgings in a great area to visit."
The price is ₹13,812
₹15,428 total
includes taxes & fees
31 Jul - 1 Aug
Hampton Inn & Suites Berkshires-Lenox

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (984)
"Clean and convenient. Great value."
The price is ₹5,975
₹6,554 total
includes taxes & fees
29 Jul - 30 Jul
Pleasant Valley Motel West Stockbridge

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (277)
"room was spotless, staff friendly, dining easy walkable distance, although older, well maintained. good choice for overnight stay, price reasonable."
The price is ₹9,424
₹10,527 total
includes taxes & fees
10 Aug - 11 Aug
Williamstown Motel

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Friendly staff, easy parking"
The price is ₹11,615
₹12,974 total
includes taxes & fees
31 Jul - 1 Aug
Quality Inn

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (356)
"The staff was friendly. Breakfast was diverse. Definitely would come back. The hot pool was a plus."
The price is ₹17,962
₹20,064 total
includes taxes & fees
23 Jul - 24 Jul
Fairfield Inn & Suites by Marriott Williamstown

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1004)
"Very nice stay"
The price is ₹10,885
₹12,158 total
includes taxes & fees
28 Jul - 29 Jul
Best Western Plus Berkshire Hills Inn & Suites

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (469)
"Wonderful stay. Helpful, professional staff. "
The price is ₹19,922
₹22,252 total
includes taxes & fees
10 Aug - 11 Aug
The Williams Inn

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (175)
"Lovely stay!"
The price is ₹18,101
₹19,133 total
includes taxes & fees
21 Jul - 22 Jul
Blue Vista Motor Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (823)
"Very convenient location, downtown, short drive to local attractions "
The price is ₹11,104
₹12,403 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great place"
The price is ₹13,828
₹15,446 total
includes taxes & fees
17 Aug - 18 Aug
Hotel Downstreet, Ascend Hotel Collection

Starlight Inn

2.0 star property
6.8 out of 10, (211)
"Lovely area to be in"
The price is ₹6,951
₹7,577 total
includes taxes & fees
31 Jul - 1 Aug
Starlight Inn

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is ₹7,279
₹11,015 total
includes taxes & fees
28 Jul - 29 Jul
Becket Motel

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (744)
"Great boutique hotel"
The price is ₹16,269
₹18,172 total
includes taxes & fees
12 Aug - 13 Aug
Hotel On North
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Learn more about Cheshire

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

Photo by Ed Gaffny
Open Photo by Ed Gaffny

Top Cheshire Hotel Reviews

Frequently asked questions

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 The Williams Inn and Hotel Downstreet, 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.