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Find 4 Star Hotels in Cheshire, MA from SAR 388
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Compare Cheshire 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Williams Inn
The Williams Inn
9.6 out of 10, Exceptional, (448)
The price is SAR 953
SAR 1,065 total
includes taxes & fees
8 May - 9 May

Lakehouse Inn
Lakehouse Inn
9.6 out of 10, Exceptional, (257)

The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
8.8 out of 10, Excellent, (278)
The price is SAR 388
SAR 434 total
includes taxes & fees
18 May - 19 May

33 Main
33 Main
10.0 out of 10, Exceptional, (70)
The price is SAR 1,351
SAR 1,509 total
includes taxes & fees
7 May - 8 May

Devonfield Inn B&B
Devonfield Inn B&B
10.0 out of 10, Exceptional, (124)
The price is SAR 1,009
SAR 1,127 total
includes taxes & fees
5 May - 6 May

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
9.2 out of 10, Wonderful, (105)
The price is SAR 2,583
SAR 3,125 total
includes taxes & fees
15 May - 16 May

Seven Hills Inn
Seven Hills Inn
7.8 out of 10, Good, (467)

The Inn at Stockbridge
The Inn at Stockbridge
9.8 out of 10, Exceptional, (98)
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Learn more about Cheshire
Get away to romantic Cheshire! Enjoy the skiing, hiking, and lake views.

Photo by Ed Gaffny
Open Photo by Ed Gaffny
Recent reviews of Cheshire hotels
Recent reviews of Cheshire hotels

The Williams Inn
5/5 Excellent
"."
A verified traveler from Washington stayed at The Williams Inn
Posted 1 day ago
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Cheshire Hotels by Star Rating
Stay near popular Cheshire attractions
- Hotels near St Mary's of the Assumption Church
- Hotels near Tanglewood Music Center
- Hotels near Williams College
- Hotels near National Shrine of the Divine Mercy
- Hotels near Green Mountain National Forest
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Lee Premium Outlets
- Hotels near Mount Greylock
- Hotels near The Clark Art Institute
- Hotels near The Mount
- Hotels near Norman Rockwell Museum
- Hotels near Jacob's Pillow
- Hotels near Berkshire East Ski Resort
- Hotels near Hancock Shaker Village
- Hotels near Bousquet Ski Area
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels near Berkshire Botanical Garden
- Hotels near Naumkeag Museum
- Hotels near Shakespeare and Company
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