Photo by Photo courtesy of Berkshire Visitors Bureau

Find Hotels with a Pool in The Berkshires, MA
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Our top choices for The Berkshires hotels with a pool

9.2 out of 10, Wonderful, (1,000 reviews)
cleanliness Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is NT$5,775
NT$6,450 total
includes taxes & fees
Jul 19 - Jul 20

8.8 out of 10, Excellent, (2,452 reviews)
cleanliness Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
The price is NT$4,247
NT$5,098 total
includes taxes & fees
Aug 17 - Aug 18

9.2 out of 10, Wonderful, (929 reviews)
cleanliness Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
The price is NT$2,928
NT$3,439 total
includes taxes & fees
Jul 21 - Jul 22

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (137 reviews)
cleanliness Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
The price is NT$5,355
NT$5,982 total
includes taxes & fees
Jul 22 - Jul 23

9.4 out of 10, Exceptional, (106 reviews)
cleanliness Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
The price is NT$5,363
NT$5,883 total
includes taxes & fees
Jul 22 - Jul 23

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (794 reviews)
cleanliness Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is NT$6,279
NT$7,014 total
includes taxes & fees
Aug 17 - Aug 18

9.0 out of 10, Wonderful, (1,001 reviews)
cleanliness Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.
The price is NT$2,723
NT$3,042 total
includes taxes & fees
Jul 22 - Jul 23

8.8 out of 10, Excellent, (1,001 reviews)
cleanliness Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
The price is NT$5,548
NT$6,198 total
includes taxes & fees
Jul 20 - Jul 21
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 NT$5,775
NT$6,450 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 NT$10,634
NT$12,865 total
includes taxes & fees
Aug 9 - Aug 10
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
8/10 Good
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