Photo by Photo courtesy of Berkshire Visitors Bureau
The Berkshires Hotel Guide - Hotels with 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 €184
includes taxes & fees
19 Jul - 20 Jul
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 €162
includes taxes & fees
22 Jul - 23 Jul
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 €150
includes taxes & fees
16 Aug - 17 Aug
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 €220
includes taxes & fees
29 Jul - 30 Jul
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 €138
includes taxes & fees
27 Jul - 28 Jul
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 €93
includes taxes & fees
22 Jul - 23 Jul
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 €92
includes taxes & fees
26 Jul - 27 Jul
8.8 out of 10, Excellent, (1,001 reviews)
- Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
The price is €168
includes taxes & fees
22 Jul - 23 Jul
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 €184
includes taxes & fees
19 Jul - 20 Jul
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 €348
includes taxes & fees
2 Aug - 3 Aug
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
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