Photo by Photo courtesy of Berkshire Visitors Bureau
Find Hotels with a Pool in The Berkshires, MA from CA $139
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Our top choices for The Berkshires 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.
The price is CA $180
CA $201 total
includes taxes & fees
Jun 21 - Jun 22
8.8 out of 10, Excellent, (1,003 reviews)
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is CA $199
CA $286 total
includes taxes & fees
Jul 1 - Jul 2
8.8 out of 10, Excellent, (2,400 reviews)
- Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
The price is CA $185
CA $223 total
includes taxes & fees
Jun 25 - Jun 26
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHGSouth Lee
9.2 out of 10, Wonderful, (913 reviews)
- Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is CA $183
CA $233 total
includes taxes & fees
Jun 22 - Jun 23
9.0 out of 10, Wonderful, (991 reviews)
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is CA $199
CA $253 total
includes taxes & fees
Jul 19 - Jul 20
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (108 reviews)
- Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
The price is CA $198
CA $221 total
includes taxes & fees
Jun 29 - Jun 30
8.6 out of 10, Excellent, (569 reviews)
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is CA $125
CA $139 total
includes taxes & fees
Jun 22 - Jun 23
9.2 out of 10, Wonderful, (1,002 reviews)
- Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
The price is CA $207
CA $232 total
includes taxes & fees
Jun 25 - Jun 26
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.
Hotels with pools and free breakfast in The Berkshires
The price is CA $180
CA $201 total
includes taxes & fees
Jun 21 - Jun 22
4-star hotels with pools in The Berkshires
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 ChesterwoodStockbridge
9.2 out of 10, Wonderful, (111)
The price is CA $467
CA $565 total
includes taxes & fees
Jul 5 - Jul 6
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 The Berkshires Hotel Reviews
The Red Lion Inn
10/10 Excellent
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