Find Hotels with a Pool in Western Massachusetts, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Western Massachusetts Hotels with a Pool

Our top choices for Western Massachusetts hotels with a pool

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
"Helpful and friendly staff, clean room, great pool amd jaccuzzi."
United States
Zina
The price is ¥15,511
¥17,325 total
includes taxes & fees
May 14 - May 15
The Yankee Inn

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (925 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
"Spacious, clean, and the pool was warm and perfect for family swimming"
United States
Danielle
The price is ¥13,763
¥18,878 total
includes taxes & fees
May 24 - May 25
Berkshire Mountain Lodge

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
"The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night."
United States
Judith Pauline
The price is ¥25,852
¥35,878 total
includes taxes & fees
Jun 4 - Jun 5
The Red Lion Inn

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,351 reviews)
  • cleanliness
    Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
"Spacious suite, comfortable bed and the view of the ski slopes from the large indoor pool was amazing."
United States
Ellen
The price is ¥13,514
¥16,815 total
includes taxes & fees
May 12 - May 13
Vacation Village in the Berkshires

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (904 reviews)
  • cleanliness
    Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
"The views from the property were beautiful. Parking was easy. The bathroom was lovely. "
United Kingdom
NICOLA
The price is ¥12,409
¥14,625 total
includes taxes & fees
May 17 - May 18
Cozy Corner Motel

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, (760 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
"The pool was very clean."
United States
Alessandro
The price is ¥19,428
¥21,701 total
includes taxes & fees
May 27 - May 28
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (639 reviews)
  • cleanliness
    Splash into relaxation year-round at this immaculately maintained hotel with a pristine indoor pool and fitness center.
"the pool was enjoyable"
United States
Heather
The price is ¥19,898
¥22,226 total
includes taxes & fees
May 27 - May 28
Fairfield Inn & Suites Springfield Holyoke

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 room we stayed in was extremely clean and comfy. The whole hotel was very nice and had an awesome breakfast. Will be staying here again for sure. "
United States
Keith
The price is ¥26,166
¥29,227 total
includes taxes & fees
May 17 - May 18
Element Lenox Berkshires

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
"we loved using the pool at the beautiful Red Lion"
United States
Lisa
The price is ¥17,235
¥19,252 total
includes taxes & fees
May 12 - May 13
The Little Lion

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,014 reviews)
  • cleanliness
    Dive into pool paradise with modern comfort and indoor swimming at this sparkling hotel.
"Tru's are always modern and clean, love the coffee bar in the lobby, plus the foosball tables, board games and pool provide great entertainment for kids."
United States
Alana
The price is ¥19,146
¥21,722 total
includes taxes & fees
Jun 2 - Jun 3
Tru by Hilton Chicopee Springfield
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 Western Massachusetts

Hotels with pools and free breakfast in Western Massachusetts

4-star hotels with pools in Western Massachusetts

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 Western Massachusetts Hotel Reviews

Explore a world of travel with Expedia