Hotels with Swimming Pool in Great Barrington, Massachusetts

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Check availability on Great Barrington Hotels with Swimming 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, (555 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is P6,537
P7,302 total
includes taxes & fees
Apr 12 - Apr 13
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, (754 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is P6,359
P7,103 total
includes taxes & fees
Apr 20 - Apr 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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, (776 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is P9,033
P10,090 total
includes taxes & fees
Apr 22 - Apr 23
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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, (23 reviews)
  • cleanliness
    Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
The price is P18,720
P22,901 total
includes taxes & fees
Apr 13 - Apr 14
Prospect Berkshires
Breakfast, lunch, dinner served; American cuisine

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 P18,126
P21,872 total
includes taxes & fees
Apr 12 - Apr 13
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 P36,905
P70,937 total
includes taxes & fees
Apr 13 - Apr 14
Charming 6 Bdrm Countryside Stay
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (846 reviews)
  • cleanliness
    Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
The price is P4,695
P5,244 total
includes taxes & fees
Apr 10 - Apr 11
Howard Johnson by Wyndham Lenox
Indoor pool

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 price is P8,498
P9,493 total
includes taxes & fees
Apr 15 - Apr 16
Element Lenox Berkshires
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
The price is P6,608
P7,382 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn & Suites Berkshires-Lenox
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is P7,969
P11,557 total
includes taxes & fees
Apr 12 - Apr 13
The Red Lion 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.
View all properties

Choose what matters most at hotels with a pool in Great Barrington

Breakfast included
Hot tub

Top Great Barrington Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Friendly staff, clean room, good breakfast"
Andrii 3-night trip
Posted 20 hours ago
Quality Inn Great Barrington

Frequently asked questions

What are some accommodations with pools in Great Barrington?
Quality Inn Great Barrington: Offers buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Provides full, an indoor pool, and complimentary wired internet access. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Offers a sauna, an outdoor pool, and spa services. Monument Mountain Motel: Offers complimentary wireless internet access, a pool, and kitchens. Prospect Berkshires: Provides free self parking, an indoor pool, and complimentary wireless internet access.
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.

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