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Cheshire Hotels
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Top 10 trending Cheshire hotels

Harbour House Inn
Harbour House Inn
9.4 out of 10, Exceptional, (51)
The price is €237
includes taxes & fees
18 Aug - 19 Aug

The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
9.0 out of 10, Wonderful, (1004)
The price is €121
includes taxes & fees
1 Sept - 2 Sept

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.0 out of 10, Wonderful, (1004)
The price is €128
includes taxes & fees
8 Sept - 9 Sept

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1951)
The price is €113
includes taxes & fees
27 Aug - 28 Aug

Berkshires Untold
Berkshires Untold
9.0 out of 10, Wonderful, (680)
The price is €153
includes taxes & fees
18 Aug - 19 Aug

Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
8.8 out of 10, Excellent, (1004)
The price is €137
includes taxes & fees
15 Sept - 16 Sept
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.
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Get away to romantic Cheshire! Enjoy the skiing, hiking and lake views.

Photo by Ed Gaffny
Open Photo by Ed Gaffny
Top Cheshire Hotel Reviews

Hotel Downstreet, Ascend Hotel Collection
10/10 Excellent
More cheap stays in Cheshire
More cheap stays in Cheshire

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
The price is €68 per night from 31 Aug to 1 Sept
€68
31 Aug - 1 Sept
includes taxes & fees
5.2/10 (767 reviews)
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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More top Cheshire Hotels
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- Best Western Plus Berkshire Hills Inn & Suites
- The Constance by the Lenox Collection
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Quality Inn
- Hotel On North
- Jiminy Peak Mountain Resort
- Holiday Inn Express & Suites Pittsfield - Berkshires
- The Springs Motel
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