Hotels with Swimming Pool in Cheshire, Massachusetts
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Our top choices for Cheshire hotels with a pool
9.2 out of 10, Wonderful, (1,002 reviews)
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
"Pool and hot tub are terrific, great breakfast spread, convenient location, super comfortable mattress."
Emma
The price is P6,713
P7,499 total
includes taxes & fees
May 29 - May 30
9.0 out of 10, Wonderful, (944 reviews)
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
"Spacious, clean, and the pool was warm and perfect for family swimming"
Danielle
The price is P5,403
P7,411 total
includes taxes & fees
May 26 - May 27
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (96 reviews)
- Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
"Clean rooms, friendly staff, pool was very clean"
Camille
The price is P7,822
P8,737 total
includes taxes & fees
May 28 - May 29
9.2 out of 10, Wonderful, (907 reviews)
- Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
"The views from the property were beautiful.
Parking was easy.
The bathroom was lovely. "
NICOLA
The price is P4,878
P5,749 total
includes taxes & fees
May 31 - Jun 1
9.4 out of 10, Exceptional, (97 reviews)
- Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
"The pool is well maintained and cleaned."
Geraldine
The price is P6,518
P7,150 total
includes taxes & fees
May 27 - May 28
9.6 out of 10, Exceptional, (606 reviews)
- Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
"Great stay in good location, if you can use the pool while the horses are out it is very nice"
Kenneth
The price is P6,713
P7,499 total
includes taxes & fees
May 26 - May 27
7.8 out of 10, Good, (856 reviews)
- Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
"This is a very convenient motel -- it is easy to get to, has a nice pool, quiet area, comfortable room,"
Donald W
The price is P4,927
P5,503 total
includes taxes & fees
May 25 - May 26
8.8 out of 10, Excellent, (1,001 reviews)
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
"The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night."
Judith Pauline
The price is P9,700
P13,587 total
includes taxes & fees
May 31 - Jun 1
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
