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Top 10 Cheshire hotels and places to stay
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.0 out of 10, Wonderful, (1001)
The price is CA $141
CA $158 total
includes taxes & fees
May 23 - May 24
Berkshire Mountain Lodge
Berkshire Mountain Lodge
8.8 out of 10, Excellent, (311)
The price is CA $202
CA $253 total
includes taxes & fees
May 27 - May 28
Life House Berkshires
Life House Berkshires
9.0 out of 10, Wonderful, (243)
The price is CA $135
CA $151 total
includes taxes & fees
May 28 - May 29
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Hotel On North
Hotel On North
9.6 out of 10, Exceptional, (586)
The price is CA $230
CA $257 total
includes taxes & fees
May 27 - May 28
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very good, (857)
The price is CA $203
CA $223 total
includes taxes & fees
May 23 - May 24
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
9.2 out of 10, Wonderful, (510)
The price is CA $207
CA $231 total
includes taxes & fees
May 30 - May 31
The Williams Inn
The Williams Inn
9.6 out of 10, Exceptional, (294)
The price is CA $366
CA $409 total
includes taxes & fees
May 27 - May 28
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
9.2 out of 10, Wonderful, (1000)
The price is CA $203
CA $226 total
includes taxes & fees
May 28 - May 29
Hotel Downstreet
Hotel Downstreet
8.6 out of 10, Excellent, (923)
The price is CA $203
CA $227 total
includes taxes & fees
May 23 - May 24
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.4 out of 10, Very good, (944)
The price is CA $149
CA $167 total
includes taxes & fees
May 28 - May 29
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
7.8 out of 10, Good, (580)
The price is CA $130
CA $145 total
includes taxes & fees
May 28 - May 29
Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
8.8 out of 10, Excellent, (270)
The price is CA $219
CA $245 total
includes taxes & fees
May 27 - May 28
The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art Hotel
8.8 out of 10, Excellent, (103)
The price is CA $298
CA $333 total
includes taxes & fees
May 23 - May 24
Berkshire Inn
Berkshire Inn
7.6 out of 10, Good, (661)
The price is CA $119
CA $132 total
includes taxes & fees
May 23 - May 24
Berkshire Valley Inn
Berkshire Valley Inn
9.0 out of 10, Wonderful, (502)
The price is CA $169
CA $185 total
includes taxes & fees
May 23 - May 24
FairBridge Inn Express
FairBridge Inn Express
5.2 out of 10, (554)
The price is CA $108
CA $120 total
includes taxes & fees
May 23 - May 24
Wagon Wheel Inn
Wagon Wheel Inn
7.2 out of 10, Good, (546)
The price is CA $94
CA $105 total
includes taxes & fees
May 23 - May 24
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
7.6 out of 10, Good, (610)
The price is CA $108
CA $120 total
includes taxes & fees
May 27 - May 28
Stay Berkshires
Stay Berkshires
8.4 out of 10, Very good, (335)
The price is CA $218
CA $244 total
includes taxes & fees
May 27 - May 28
Willows Motel Williamstown
Willows Motel Williamstown
8.8 out of 10, Excellent, (795)
The price is CA $108
CA $120 total
includes taxes & fees
May 27 - May 28
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.
More cheap stays in Cheshire
Quality Inn
170 Housatonic Street, Lee, MA
The price is CA $121 per night from May 27 to May 28
CA $121
CA $136 total
includes taxes & fees
May 27 - May 28
8/10 Very Good! (895 reviews)
Hotels near Popular Cheshire Attractions
St Mary's of the Assumption Church
Learn about the local history of Cheshire with a stop at St Mary's of the Assumption Church. Discover the area's mountain views, or seek out its ski slopes.
Cheshire Travel Info
Number of hotels | 874 |
---|---|
Highest price | CA $366 |
Lowest price | CA $94 |
Known attractions | Jiminy Peak Mountain Resort, Berkshire Museum and Colonial Theater |
Hotels with family-friendly amenities | 5 |
Hotels with skiing | 12 |
Frequently asked questions
Book Cheshire hotels on Expedia USA
Recent Reviews in CheshireExpedia verified reviews
5/5 Excellent
"😊"
A verified traveller stayed at The Lenox Collection
Posted 23 hours ago
Hotels near Popular Cheshire Attractions
More Accommodation Types in Cheshire
Hotels near Cheshire Airports
Other Hotels near Cheshire, Massachusetts
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Explore more hotels
- Best Western Plus Berkshire Hills Inn & Suites
- The Williams Inn
- Berkshire Mountain Lodge
- Hampton Inn & Suites Berkshires-Lenox
- Courtyard by Marriott Lenox Berkshires
- Club Wyndham Bentley Brook
- Fairfield Inn & Suites by Marriott Williamstown
- Hilton Garden Inn Lenox Pittsfield
- Berkshire Inn
- The Cornell Inn, Lenox
- The Villager Motel
- Apple Tree Inn
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