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Cheshire Hotels
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Our top choices for Cheshire hotels

Willows Motel Williamstown
Willows Motel Williamstown
9.0 out of 10, Wonderful, (942)
The price is €85
includes taxes & fees
2 Sept - 3 Sept

Gregory House Country Inn
Gregory House Country Inn
8.8 out of 10, Excellent, (57)
The price is €107
includes taxes & fees
31 Aug - 1 Sept

The Villager Motel
The Villager Motel
8.8 out of 10, Excellent, (732)
The price is €85
includes taxes & fees
1 Sept - 2 Sept

Harbour House Inn
Harbour House Inn
9.4 out of 10, Exceptional, (51)
The price is €238
includes taxes & fees
9 Sept - 10 Sept

Blooming Inn
Blooming Inn
9.2 out of 10, Wonderful, (111)
The price is €112
includes taxes & fees
9 Sept - 10 Sept

Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
9.2 out of 10, Wonderful, (1003)
The price is €137
includes taxes & fees
7 Sept - 8 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
More cheap stays in Cheshire
More cheap stays in Cheshire

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is €76 per night from 11 Sept to 12 Sept
€76
11 Sept - 12 Sept
includes taxes & fees
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More accommodation types in Cheshire
Near an Airport
Hotels Near Cheshire, Massachusetts
- New England Hotels
- Upstate New York Hotels
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- The Berkshires Hotels
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- Pittsfield Hotels
- Great Barrington Hotels
- Hudson Valley Hotels
- Bennington Hotels
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- Lee Hotels
- North Adams Hotels
- Wilmington Hotels
- Hancock Hotels
- Hudson River Valley Hotels
- Appalachian Mountains Hotels
- Becket Hotels
- Adams Hotels
- Western Massachusetts Hotels
- Otis Hotels
More top Cheshire Hotels
- Jiminy Peak Mountain Resort
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
- The Constance by the Lenox Collection
- Best Western Plus Berkshire Hills Inn & Suites
- The Porches Inn at Mass MoCA
- Quality Inn
- Hotel On North
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