Find Hotels with a Pool in Great Barrington, MA

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Check availability on Great Barrington Hotels with a Pool

Our top choices for Great Barrington hotels with a pool

Exterior

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.
The price is AED 349
AED 390 total
includes taxes & fees
11 Jun - 12 Jun
The Little Lion
Indoor pool

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, (763 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is AED 455
AED 509 total
includes taxes & fees
27 May - 28 May
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (25 reviews)
  • cleanliness
    Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
The price is AED 1,201
AED 1,464 total
includes taxes & fees
12 May - 13 May
Prospect Berkshires
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (779 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is AED 653
AED 729 total
includes taxes & fees
17 May - 18 May
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Thayer House, Room 205, 1 King bed | Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
  • cleanliness
    Dive into summer luxury at this historic inn's outdoor pool surrounded by garden serenity and natural wonders.
The price is AED 1,212
AED 1,463 total
includes taxes & fees
12 May - 13 May
The Old Inn On The Green
Exterior

Charming 6 Bdrm Countryside Stay

Charming 6 Bdrm Countryside Stay
3.0 star property
Great Barrington
The price is AED 2,853
AED 5,023 total
includes taxes & fees
12 May - 13 May
Charming 6 Bdrm Countryside Stay
Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is AED 400
AED 447 total
includes taxes & fees
26 May - 27 May
The Yankee Inn
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (929 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is AED 322
AED 442 total
includes taxes & fees
24 May - 25 May
Berkshire Mountain Lodge
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (77 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is AED 559
AED 626 total
includes taxes & fees
13 May - 14 May
Little Cat Lodge
Seasonal outdoor pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (177 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is AED 543
AED 625 total
includes taxes & fees
13 May - 14 May
Blackberry River Inn
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.
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Choose what matters most at hotels with a pool in Great Barrington

Breakfast included
Hot tub

Top Great Barrington Hotel Reviews

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"This is a really nice place, a classic motel in a historic Berkshires town. Quite affordable considering the location. The lady in the office was friendly and helpful. Our room was spotless and comfortable. Towels & linens were like new. Small bathroom like most classic motels, but fully renovated. Excellent wifi. Even a picnic area and basketball court on the property. Great choice of food and amenities nearby...we look forward to staying here again."
Leslie 1-night trip
Posted 4 hours ago
Monument Mountain Motel

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Frequently asked questions

What are some accommodations with pools in Great Barrington?
Quality Inn Great Barrington: Features buffet, an indoor pool, and complimentary wired internet access. Monument Mountain Motel: Offers full, an indoor pool, and complimentary wired internet access. The Little Lion: Features a sauna, an outdoor pool, and spa services. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Features free self parking, an indoor pool, and complimentary wireless internet access. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Provides 3 restaurants, an outdoor pool, and spa services.
What is there to see and do in Great Barrington?
Make a point to visit attractions like Housatonic River Walk and Mahaiwe Performing Arts Center. During your stay, check out sights such as Housatonic River, Lake Mansfield Park, and Ski Butternut. Travelers love Great Barrington for its array of dining options.
When is the best time to book a hotel with a pool in Great Barrington?
Taking into account the local weather in Great Barrington can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Great Barrington are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.