Hotels with Swimming Pool in The Berkshires, Massachusetts

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Our top choices for The Berkshires hotels with a pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (897 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is P5,951
P7,995 total
includes taxes & fees
Apr 16 - Apr 17
Berkshire Mountain Lodge

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,327 reviews)
  • cleanliness
    Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
The price is P6,270
P7,665 total
includes taxes & fees
Apr 16 - Apr 17
Vacation Village in the Berkshires

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
The price is P6,873
P7,678 total
includes taxes & fees
Apr 15 - Apr 16
Hampton Inn & Suites Berkshires-Lenox

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is P8,087
P11,727 total
includes taxes & fees
Apr 30 - May 1
The Red Lion Inn

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
  • cleanliness
    Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.
The price is P8,584
P9,588 total
includes taxes & fees
Apr 15 - Apr 16
Element Lenox Berkshires

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 IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (861 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is P6,784
P8,757 total
includes taxes & fees
Apr 13 - Apr 14
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (464 reviews)
  • cleanliness
    Float peacefully day or night at this 24-hour outdoor pool and hot tub sanctuary.
The price is P10,800
P13,411 total
includes taxes & fees
May 3 - May 4
The Porches Inn at Mass MoCA

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
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 P8,094
P9,041 total
includes taxes & fees
May 3 - May 4
Hotel Downstreet, an Ascend Collection Hotel

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (754 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is P6,935
P7,747 total
includes taxes & fees
Apr 20 - Apr 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (614 reviews)
  • cleanliness
    Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness center.
The price is P8,623
P9,632 total
includes taxes & fees
Apr 14 - Apr 15
Courtyard by Marriott Lenox Berkshires
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.

Choose what matters most at hotels with a pool in The Berkshires

Hotels with pools and free breakfast in The Berkshires

4-star hotels with pools in The Berkshires

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

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