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Search Cheshire Hotels With a Pool

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Our Top 7 Hotels With Pools near Cheshire, Massachusetts, United States

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4 of 5 Stars

1 West Street, Pittsfield, MA 01201, USA

Top Among Hotels in the Berkshires of Massachusetts. Discerning travelers seeking full service hotels in the Berkshires of Western Massachusetts opt for the Crowne Plaza Hotel Pittsfield Berkshires. The hotel is located within minutes of area businesses including Berkshire Health Systems SABIC General Dynamics and major attractions ensuring...

From Estimate (USD)$99

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9.17 Miles away from Cheshire center
3 of 5 Stars

37 Corey Road, Hancock, MA 01237, USA

Jiminy Peak is located in the Berkshire Mountains in Hancock Massachusetts. Located at the base of the mountain is the all-suite Country Inn. The Country Inn features a heated outdoor pool indoor and outdoor Jacuzzi exercise room and John Harvards Restaurant and Brewery. The Country Inn Suites feature a master bedroom with a king bed living...

From Estimate (USD)$115

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6.69 Miles away from Cheshire center
3 of 5 Stars

40 Main Street, North Adams, MA 01247, USA

The Holiday Inn Hotel Berkshires in Western Massachusetts has beautifully appointed guest rooms. We are nestled in the heart of the Berkshires the ideal choice to explore all the Berkshire museums theatres historic sites and outdoor activities. Conveniently located in downtown North Adams MA the hotel is minutes to Mass Museum of Contemporary...

From Estimate (USD)$110

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9.79 Miles away from Cheshire center
4 of 5 Stars

222 Adams Road, Williamstown, MA 01267, USA

This old english property is located in the beautiful Berkshire Mountains in Williamstown MA. The Orchards Hotel a charming luxury hotel is built around a peaceful courtyard with a pond which can be viewed from many of our 49 beautifully appointed guest rooms and suites or while dining in our Gala restaurant. The award winning Gala Restaurant...

From Estimate (USD)$239

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9.97 Miles away from Cheshire center
1 of 5 Stars

1146 Cold Spring Road, Williamstown, MA 01267, USA

Property Location With a stay at Berkshire Hills Country Inn in Williamstown, you'll be convenient to Sterling and Francine Clark Art Institute and The Clark Art Institute. This hotel is within close proximity of Williamstown Historical Museum and 62 Center for Theater and Dance. Rooms Stay in one of 21 guestrooms featuring LED televisions....

From Estimate (USD)$84

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9.31 Miles away from Cheshire center
1 of 5 Stars

150 West Housatonic Street, Pittsfield, MA 01201, USA

The Berkshire Inn is locally owned and operated. Downtown Pittsfield is within walking distance which is approximately 1/4 quarter mile from the Berkshire Inn. We offer different kinds of rooms for whatever your needs are. We invited you to stay at the Berkshire Inn and experience what the Beautiful Berkshires has to offer.

From Estimate (USD)$65

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9.57 Miles away from Cheshire center
2 of 5 Stars

213 Main Street, Williamstown, MA 01267, USA

-Surrounded by the scenic Berkshire Mountains, the completely renovated Howard Johnson Inn offers spacious rooms with several amenities - Free High Speed Wireless Internet Access- Free Continental Rise and Dine Breakfast -Cable TV with HBO and Phones -A beautiful Outdoor Pool with a scenic mountain view -Many of our rooms come with Microwaves...

From Estimate (USD)$79

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9.68 Miles away from Cheshire center

Top 7 hotels with a pool in/near Cheshire - Map View

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Crowne Plaza Pittsfield
Crowne Plaza Pittsfield
$99
Jiminy Peak
Jiminy Peak
$115
Holiday Inn Berkshires
Holiday Inn Berkshires
$110
The Orchards Hotel
The Orchards Hotel
$239
Berkshire Hills Country Inn
Berkshire Hills Country Inn
$84
Berkshire Inn
Berkshire Inn
$65
Howard Johnson Williamstown
Howard Johnson Williamstown
$79
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