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Hotels with Swimming Pool in The Berkshires, Massachusetts
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Our top choices for The Berkshires hotels with a pool
9.2 out of 10, Wonderful, (1,000 reviews)
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is P11,659
P13,023 total
includes taxes & fees
Jul 19 - Jul 20
8.8 out of 10, Excellent, (1,016 reviews)
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is P11,437
P15,531 total
includes taxes & fees
Jul 29 - Jul 30
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (136 reviews)
- Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
The price is P8,694
P9,711 total
includes taxes & fees
Jul 23 - Jul 24
9.0 out of 10, Wonderful, (1,007 reviews)
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is P8,243
P10,586 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (791 reviews)
- Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is P9,097
P10,161 total
includes taxes & fees
Jul 20 - Jul 21
8.8 out of 10, Excellent, (2,450 reviews)
- Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
The price is P7,668
P9,241 total
includes taxes & fees
Jul 21 - Jul 22
9.2 out of 10, Wonderful, (929 reviews)
- Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
The price is P5,609
P6,588 total
includes taxes & fees
Jul 21 - Jul 22
9.0 out of 10, Wonderful, (1,000 reviews)
- Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.
The price is P5,216
P5,826 total
includes taxes & fees
Jul 21 - Jul 22
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 P11,659
P13,023 total
includes taxes & fees
Jul 19 - Jul 20
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, (113)
The price is P20,368
P24,639 total
includes taxes & fees
Aug 3 - Aug 4
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
Vacation Village in the Berkshires
10/10 Excellent
