A person snowboarding down a snowy slope.

Find Hotels with an Indoor Pool in The Berkshires, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with an Indoor Pool

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for The Berkshires hotels with an indoor pool

1. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
NT$3,377
NT$3,772 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn

2. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
NT$3,154
NT$3,523 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

3. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
  • Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness center.
NT$4,001
NT$4,470 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
NT$2,536
NT$3,544 total
includes taxes & fees
Nov 1 - Nov 2
Berkshire Mountain Lodge

5. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
  • Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
NT$3,877
NT$4,330 total
includes taxes & fees
Oct 20 - Oct 21
Hampton Inn & Suites Berkshires-Lenox

6. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
NT$3,727
NT$4,786 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Club Vacations Oak 'n Spruce Resort

7. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
  • Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
NT$2,748
NT$3,418 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Village in the Berkshires

8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
NT$5,118
NT$5,716 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

9. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
  • Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
NT$4,074
NT$4,550 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield

10. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
  • Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.
NT$4,810
NT$5,373 total
includes taxes & fees
Nov 1 - Nov 2
Element by Marriott Lenox Berkshires
View all properties

Find out more about The Berkshires

Discover top The Berkshires attractions

The Berkshires offer a serene escape, perfect for families seeking relaxation with plenty of activities. Nature lovers can explore the stunning landscapes at Tanglewood, where summer concerts blend beautifully with the serene surroundings. Kids will love the interactive exhibits at the Berkshire Museum, showcasing local wildlife and art that inspire curiosity. For a taste of history, visit the Norman Rockwell Museum, which captures the charm of Americana through its iconic artworks. Outdoor enthusiasts can embark on gentle hikes in the picturesque Mount Greylock State Reservation, where the views from the summit are simply breathtaking. After a day of adventures, unwind at charming hotels in Lenox or Stockbridge, where many accommodations feature inviting pools, perfect for a refreshing dip after your explorations. Enjoy family-friendly amenities and attentive service that cater to your every need, ensuring a pampered experience as you soak in the beauty of this tranquil region.

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Staff very pleasant and helpful. On site restaurant was good and reasonably priced. Room was large with a nice view. Breakfast, which is continental, seemed a bit skimpy. Plenty of parking and in a great central area with many restaurants."
Francesca 1-night trip
Posted 14 hours ago
Hotel Downstreet, an Ascend Collection Hotel

Explore a world of travel with Expedia