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)
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
$103 nightly
The price is $115
May 3 - May 4
Total with taxes and fees
9.0 out of 10, Wonderful, (919 reviews)
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
$108 nightly
The price is $120
May 31 - Jun 1
Total with taxes and fees
8.8 out of 10, Excellent, (2,342 reviews)
- Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
$108 nightly
The price is $120
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)
- 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
8.8 out of 10, Excellent, (1,001 reviews)
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
$186 nightly
The price is $208
May 4 - May 5
Total with taxes and fees
9.2 out of 10, Wonderful, (1,002 reviews)
- Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
$119 nightly
The price is $133
May 17 - May 18
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
9.2 out of 10, Wonderful, (887 reviews)
- Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
$145 nightly
The price is $162
May 3 - May 4
Total with taxes and fees
9.4 out of 10, Exceptional, (467 reviews)
- Float peacefully day or night at this 24-hour outdoor pool and hot tub sanctuary.
$189 nightly
The price is $211
May 31 - Jun 1
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
$103 nightly
The price is $115
May 3 - May 4
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)
$335 nightly
The price is $374
May 13 - May 14
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 Red Lion Inn
10/10 Excellent
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