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 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for The Berkshires hotels with an indoor pool

1. 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$4,676
NT$5,223 total
includes taxes & fees
Nov 3 - Nov 4
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2. 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$4,088
NT$4,567 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires

3. 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$3,869
NT$4,322 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield

4. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
NT$3,450
NT$3,854 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn

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$3,569
NT$3,987 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Berkshires-Lenox

6. 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$2,929
NT$3,272 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Hotel & Suites Great Barrington by IHG

7. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
NT$2,795
NT$3,850 total
includes taxes & fees
Nov 22 - Nov 23
Berkshire Mountain Lodge

8. 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$2,615
NT$3,278 total
includes taxes & fees
Nov 8 - Nov 9
Vacation Village in the Berkshires

9. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
NT$3,808
NT$4,890 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

10. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
  • Swim indoors year-round at this welcoming retreat with an indoor pool, hot tub, and extended pool hours for ultimate relaxation.
NT$4,705
NT$5,255 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites by Marriott Williamstown
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"Good price, affordable, a lot of amenities. A little dated but nothing was in need of repair just an update. There’s free laundry, a pool, movie night, activity list for the week you’re there. It’s a good place to stay! I will say we did lose power for 9 hours and they kept us up to date but nothing was offered for the inconvenience which was a bit disappointing as we had food in the fridge. Overall, recommend!"
Madisson 7-night trip
Posted 2 hours ago
Vacation Village in the Berkshires
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"The parking lot was being resurfaced and we could not find a handicap spot near the door. It was inconvenient, and one handicap spot was filled by a car without a handicap placard."
Marcia 1-night trip
Posted 17 hours ago
Hampton Inn & Suites Berkshires-Lenox
The Yankee Inn

The Yankee Inn

10/10 Excellent
"I would prefer more flexibility making reservations. Online and by phone, I wanted two rooms for two people. I was forced to request two rooms for THREE people to work around the algorithm that allowed only one room for two people. Also I was forced to accept two rooms in the same price range, when I wanted one premium king, not two. I left another hotel due to their inflexibility, and I will choose one with a personal approach next time."
Joan 2-night trip
Posted 22 hours ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Forgot the woman’s name who checked us in but she was so helpful and friendly with awesome dinner suggestions. Locations was great to walk around town"
Monica 2-night trip
Posted 23 hours ago
Hotel Downstreet, an Ascend Collection Hotel

Explore a world of travel with Expedia