The Best Hotels with an Indoor Pool in The Berkshires, MA from NT$2,517 in 2026

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 prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for The Berkshires hotels with an indoor pool

Two Adirondack chairs facing a river with a forested hill in the background.

1. The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

NT$4,654 total

includes taxes & fees

Nov 20 - Nov 21

An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

2. 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$3,041 total

includes taxes & fees

Dec 3 - Dec 4

3. Berkshire Mountain Lodge

Pittsfield

Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.

NT$3,545 total

includes taxes & fees

Dec 6 - Dec 7

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

4. 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$4,928 total

includes taxes & fees

Nov 8 - Nov 9

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

5. 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$4,603 total

includes taxes & fees

Nov 15 - Nov 16

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

6. 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$5,887 total

includes taxes & fees

Nov 9 - Nov 10

A spacious hotel lobby with multiple seating areas, large windows, and a television.

7. Hampton Inn & Suites Berkshires-Lenox

Lenox

Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.

NT$4,018 total

includes taxes & fees

Nov 12 - Nov 13

8. Vacation Village in the Berkshires

Williamstown

Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.

NT$3,304 total

includes taxes & fees

Nov 15 - Nov 16

A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

9. Hilton Garden Inn Lenox Pittsfield

Pittsfield

Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.

NT$4,349 total

includes taxes & fees

Nov 15 - Nov 16

10. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.

NT$4,368 total

includes taxes & fees

Nov 18 - Nov 19

View all properties

Top The Berkshires Hotel Reviews

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

We were greeted by extremely friendly staff. Check in and check out was seamless. Room was very nice and immaculate. We especially liked the bathroom design - didn't have to trip over the toilet to get in the shower as in most hotels! Free breakfast was the usual fare, but in a very pleasant and uncrowded room. Appreciated the free US News and NY Times Beautiful indoor pool - wish we'd brought our bathing suits!

Anonymous traveler

A large, historic building with a covered porch and outdoor seating area.

Simsbury 1820 House

Simsbury Center

10/10 Excellent

Warren

The Yankee Inn

Lenox

10/10 Excellent

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Excellent

Alyssa

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

South Lee

10/10 Excellent

I love this place and have stayed here before. Even with the precautions for COVID-19, my kids and I still had a great time. The check-in was smooth and safe. The room was clean and sanitized. In fact, we had to "break the seal" on the door to enter and the seal was evidence of the cleaning that was done. Of course, the arcade and movie theatre were closed, but that was no surprise. The pools were open and reservations required to ensure everyone could be safe and still have fun. Lots of...

David

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

t

Berkshire Mountain Lodge

Pittsfield

10/10 Excellent

Elliott

Hotel Downstreet, an Ascend Collection Hotel

North Adams

10/10 Excellent

Ann

Vacation Village in the Berkshires

Williamstown

10/10 Excellent

Anonymous traveler

A hotel with a covered entrance, stone facade, and arched windows.

Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

10/10 Excellent

Jenny

A fire feature with a metal frame and a brick wall in the background.

Fairfield Inn & Suites by Marriott Williamstown

Williamstown

10/10 Excellent

Diane

A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

10/10 Excellent

Gipsy

An indoor swimming pool with clear water, metal railings, and lounge chairs.

Hampton Inn Bennington

Bennington

10/10 Excellent

Andrrw

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.

Find Hotels with an Indoor Pool in The Berkshires, MA

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for The Berkshires hotels with an indoor pool

1. The Yankee Inn

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

3. Berkshire Mountain Lodge

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

5. Courtyard by Marriott Lenox Berkshires

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

7. Hampton Inn & Suites Berkshires-Lenox

8. Vacation Village in the Berkshires

9. Hilton Garden Inn Lenox Pittsfield

10. Hotel Downstreet, an Ascend Collection Hotel

Top The Berkshires Hotel Reviews

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

Find out more about The Berkshires

Discover top The Berkshires attractions

Explore a world of travel with Expedia