Find Hotels with a Pool in Cheshire, MA
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Our top choices for Cheshire hotels with a pool
9.2 out of 10, Wonderful, (895 reviews)
"Excellent service and a beautifully decorated property."
Ivana
The price is NT$2,453
NT$2,891 total
includes taxes & fees
Mar 15 - Mar 16
9.8 out of 10, Exceptional, (21 reviews)
"Spotless rooms and the friendliest service at the front desk! "
Mary
The price is NT$4,354
NT$4,863 total
includes taxes & fees
Mar 9 - Mar 10
9.6 out of 10, Exceptional, (596 reviews)
"Cute place"
Lisa
The price is NT$3,101
NT$3,464 total
includes taxes & fees
Mar 4 - Mar 5
9.2 out of 10, Wonderful, (1,003 reviews)
"Very friendly staff comfy beds!"
Giselle
The price is NT$2,902
NT$3,242 total
includes taxes & fees
Mar 10 - Mar 11
9.0 out of 10, Wonderful, (866 reviews)
"Very comfortable and very close to ski slope and restaurants"
Frederick
The price is NT$3,570
NT$4,688 total
includes taxes & fees
Mar 4 - Mar 5
7.6 out of 10, Good, (835 reviews)
"Clean room and the bed was very comfortable "
Arlan
The price is NT$2,161
NT$2,414 total
includes taxes & fees
Mar 9 - Mar 10
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.2 out of 10, Wonderful, (84 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
Laura Pearson
The price is NT$4,135
NT$4,618 total
includes taxes & fees
Mar 22 - Mar 23
9.4 out of 10, Exceptional, (93 reviews)
"I’ve stayed here a few times. Super quaint and a reasonable distance to lots of great places. Very affordable."
Jennifer
The price is NT$4,012
NT$4,402 total
includes taxes & fees
Mar 4 - Mar 5
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.
Top Cheshire Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
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- Bissell Covered Bridge
- Mount Greylock State Reservation Visitor Center
- Bousquet Ski Area
- Lenox Mountain
- Visit Lenox
- Pleasant Valley Wilderness Sanctuary
- Massachusetts Museum of Contemporary Art
- Williamstown Theatre Festival
- Visit Dalton
- Charlemont Federated Church
- Visit North Adams
- Visit Lanesborough
- Visit Charlemont
- Kushi Institute
- Visit Williamstown
- Visit Hancock
- Canoe Meadows Wildlife Sanctuary
- Crane Museum of Papermaking
- 62 Center for Theater and Dance
- Frelinghuysen Morris House and Studio
- Hawley Bog Preserve
- Williamstown Historical Museum
- The Clark Art Institute
- Williams College Museum of Art
- North Adams Public Library