Photo by Photo courtesy of Berkshire Visitors Bureau

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, (1,002 reviews)
cleanliness Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
$99 nightly
The price is $111
Apr 28 - Apr 29
Total with taxes and fees

9.0 out of 10, Wonderful, (917 reviews)
cleanliness Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
$108 nightly
The price is $120
May 27 - May 28
Total with taxes and fees

8.8 out of 10, Excellent, (2,340 reviews)
cleanliness Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
$108 nightly
The price is $120
May 18 - May 19
Total with taxes and fees

9.2 out of 10, Wonderful, (1,001 reviews)
cleanliness Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
$119 nightly
The price is $133
May 3 - May 4
Total with taxes and fees

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, (758 reviews)
cleanliness Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
$111 nightly
The price is $124
May 4 - May 5
Total with taxes and fees

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
9.0 out of 10, Wonderful, (885 reviews)
cleanliness Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
$130 nightly
The price is $145
Apr 30 - May 1
Total with taxes and fees

8.8 out of 10, Excellent, (1,001 reviews)
cleanliness Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
$166 nightly
The price is $185
Apr 29 - Apr 30
Total with taxes and fees

8.8 out of 10, Excellent, (1,003 reviews)
cleanliness Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
$137 nightly
The price is $153
May 27 - May 28
Total with taxes and fees
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
$99 nightly
The price is $111
Apr 28 - Apr 29
Total with taxes and fees
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)
$328 nightly
The price is $366
May 25 - May 26
Total with taxes and fees
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 Porches Inn at Mass MoCA
10/10 Excellent
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