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
Aug 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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$4,837
NT$5,403 total
includes taxes & fees
Sep 27 - Sep 28
The Yankee Inn

2. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
  • Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
NT$3,953
NT$4,416 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Hotel & Suites Great Barrington by IHG

3. 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$2,769
NT$3,443 total
includes taxes & fees
Aug 31 - Sep 1
Vacation Village in the 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$3,016
NT$4,081 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge

5. 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$3,723
NT$4,781 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Club Vacations Oak 'n Spruce Resort

6. 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$3,794
NT$4,237 total
includes taxes & fees
Sep 24 - Sep 25
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

7. 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$5,113
NT$5,711 total
includes taxes & fees
Sep 8 - Sep 9
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

8. 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$3,948
NT$4,409 total
includes taxes & fees
Sep 9 - Sep 10
Hampton Inn & Suites Berkshires-Lenox

9. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
  • Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
NT$5,378
NT$6,734 total
includes taxes & fees
Aug 30 - Aug 31
Simsbury 1820 House

10. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
Castleton-on-Hudson
  • Dive into refreshing bliss at this East Greenbush hotel's indoor pool, complete with cozy sun loungers for ultimate relaxation.
NT$3,625
NT$4,023 total
includes taxes & fees
Sep 27 - Sep 28
Comfort Inn & Suites East Greenbush - Albany
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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Charming hotel with a wonderful breakfast and two lovely pools, plus a nature walk to a lake. The staff were great, really nice and helpful."
Anne 1-night trip
Posted 18 hours ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Nice place"
Peter 1-night trip
Posted 19 hours ago
Hotel Downstreet, an Ascend Collection Hotel

Explore a world of travel with Expedia