Photo by Ed Gaffny
Find 2 Star Hotels in Cheshire, MA from SAR 243
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Compare Cheshire 2 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.2 out of 10, Wonderful, (1000)
The price is SAR 435
SAR 486 total
includes taxes & fees
8 May - 9 May

Quality Inn
Quality Inn
8.2 out of 10, Very Good, (1000)
The price is SAR 379
SAR 424 total
includes taxes & fees
20 May - 21 May

Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
8.8 out of 10, Excellent, (336)
The price is SAR 555
SAR 620 total
includes taxes & fees
11 May - 12 May

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.6 out of 10, Excellent, (1000)
The price is SAR 379
SAR 424 total
includes taxes & fees
18 May - 19 May

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
7.6 out of 10, Good, (721)
The price is SAR 259
SAR 289 total
includes taxes & fees
14 May - 15 May

Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Williamstown
6.4 out of 10, (842)
The price is SAR 338
SAR 377 total
includes taxes & fees
7 May - 8 May

The Villager Motel
The Villager Motel
8.8 out of 10, Excellent, (700)
The price is SAR 296
SAR 331 total
includes taxes & fees
15 May - 16 May

Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
9.2 out of 10, Wonderful, (1000)
The price is SAR 526
SAR 588 total
includes taxes & fees
28 May - 29 May
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Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Cheshire.

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
The price is SAR 446 per night from May 7 to May 8
SAR 446
SAR 540 total
includes taxes & fees
7 May - 8 May
8.6/10 Excellent! (1,801 reviews)
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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

Howard Johnson by Wyndham Lenox
5/5 Excellent
"Comfortable "
A verified traveler stayed at Howard Johnson by Wyndham Lenox
Posted 9 days 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 Jiminy Peak Mountain Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Green Mountain National Forest
- 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 Shakespeare and Company
- Hotels near Williamstown Theatre Festival
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