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

9.2 out of 10, Wonderful, (1,003 reviews)
cleanliness Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is ₩195,222
₩218,063 total
includes taxes & fees
Jul 6 - Jul 7

8.8 out of 10, Excellent, (1,003 reviews)
cleanliness Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is ₩251,702
₩349,728 total
includes taxes & fees
Jul 8 - Jul 9

9.0 out of 10, Wonderful, (1,005 reviews)
cleanliness Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is ₩215,395
₩274,883 total
includes taxes & fees
Jul 28 - Jul 29

8.8 out of 10, Excellent, (2,410 reviews)
cleanliness Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
The price is ₩179,480
₩217,314 total
includes taxes & fees
Jul 7 - Jul 8

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, (780 reviews)
cleanliness Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is ₩233,285
₩260,581 total
includes taxes & fees
Jul 27 - Jul 28

8.8 out of 10, Excellent, (1,000 reviews)
cleanliness Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
The price is ₩236,032
₩263,648 total
includes taxes & fees
Jul 1 - Jul 2

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, (916 reviews)
cleanliness Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is ₩251,395
₩310,813 total
includes taxes & fees
Jul 29 - Jul 30

9.2 out of 10, Wonderful, (917 reviews)
cleanliness Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
The price is ₩135,367
₩159,110 total
includes taxes & fees
Jul 12 - Jul 13
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 ₩195,222
₩218,063 total
includes taxes & fees
Jul 6 - Jul 7
4-star hotels with pools in The Berkshires
The price is ₩643,069
₩718,303 total
includes taxes & fees
Jun 30 - Jul 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 The Berkshires Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox
10/10 Excellent



















































































