A large stone church with a tall bell tower and arched windows.

Great Barrington Hotels with Swimming Pool

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Check availability on Great Barrington Hotels with Swimming Pools

Our top choices for Great Barrington hotels with a pool

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, (790 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is RM586
RM655 total
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (583 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is RM514
RM574 total
includes taxes & fees
19 Jul - 20 Jul
The Little Lion
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, (794 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is RM794
RM887 total
includes taxes & fees
10 Aug - 11 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (33 reviews)
  • cleanliness
    Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
The price is RM1,523
RM1,838 total
includes taxes & fees
20 Jul - 21 Jul
Prospect Berkshires
Breakfast, lunch, dinner and brunch served

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 RM1,298
RM1,566 total
includes taxes & fees
23 Jul - 24 Jul
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 RM2,955
RM5,339 total
includes taxes & fees
6 Aug - 7 Aug
Charming 6 Bdrm Countryside Stay
Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,016 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is RM771
RM861 total
includes taxes & fees
19 Jul - 20 Jul
The Yankee Inn
Outdoor pool, pool loungers

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,015 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is RM749
RM1,019 total
includes taxes & fees
23 Jul - 24 Jul
The Red Lion Inn
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (134 reviews)
  • cleanliness
    Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
The price is RM677
RM756 total
includes taxes & fees
19 Jul - 20 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (99 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is RM899
RM1,007 total
includes taxes & fees
23 Jul - 24 Jul
Little Cat Lodge
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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"It's an attractive, well run hotel. I like the idea that breakfast is included. It is reasonably close to Tanglewood."
Donald 3-night trip
Posted 16 hours ago
The Yankee Inn

Frequently asked questions

What are some accommodation options with pools in Great Barrington?
Quality Inn Great Barrington: Provides a sauna, an outdoor pool and spa services. The Little Lion: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Prospect Berkshires: Offers full, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Offers complimentary wireless Internet access, a pool and kitchens. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Provides a seasonal outdoor pool, an indoor pool and buffet.
What is there to see and do in Great Barrington?
Make a point to visit attractions such as Housatonic River Walk and Mahaiwe Performing Arts Center. During your stay, visit sights such as Housatonic River, Lake Mansfield Park and Ski Butternut. Travellers 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 the local weather in Great Barrington into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Great Barrington are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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