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

Search Hotels with Pool in Great Barrington

  • 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 availability on Great Barrington Hotels with Pool

Our top choices for Great Barrington hotels with a pool

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, (1,014 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is ฿5,034
฿5,623 total
includes taxes & fees
15 Jul - 16 Jul
The Yankee Inn
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, (789 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is ฿4,630
฿5,171 total
includes taxes & fees
19 Jul - 20 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Seasonal outdoor pool

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (304 reviews)
  • cleanliness
    Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
The price is ฿8,060
฿9,269 total
includes taxes & fees
15 Jul - 16 Jul
Interlaken Inn & Resort
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (97 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is ฿5,663
฿6,343 total
includes taxes & fees
14 Jul - 15 Jul
Little Cat Lodge
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,013 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is ฿5,673
฿7,824 total
includes taxes & fees
22 Jul - 23 Jul
The Red Lion Inn
Seasonal outdoor pool, pool umbrellas, pool loungers

The Amelia

The Amelia
2.0 star property
Hudson
9.8 out of 10, Exceptional, (34 reviews)
  • cleanliness
    Seasonal outdoor oasis awaits at The Amelia with loungers and umbrellas for perfect poolside relaxation.
The price is ฿11,536
฿13,036 total
includes taxes & fees
21 Jul - 22 Jul
The Amelia
M3 Romantic Suite | Living area | 43-inch LCD TV with digital channels, streaming services

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (193 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is ฿5,184
฿5,961 total
includes taxes & fees
14 Jul - 15 Jul
Blackberry River Inn
Outdoor pool

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (168 reviews)
  • cleanliness
    Dive into luxury poolside moments with a seasonal outdoor swimming area, vibrant bar service, and picturesque garden setting.
The price is ฿7,364
฿8,492 total
includes taxes & fees
15 Jul - 16 Jul
Brook Farm Inn
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 ฿6,480
฿7,239 total
includes taxes & fees
12 Aug - 13 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (694 reviews)
  • cleanliness
    Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
The price is ฿7,014
฿7,835 total
includes taxes & fees
19 Jul - 20 Jul
Hilton Garden Inn Lenox Pittsfield
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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"x"
Julianne 1-night trip
Posted 6 hours ago
The Yankee Inn

Frequently asked questions

What are some accommodation options with pools in Great Barrington?
Quality Inn Great Barrington: Offers a sauna, an outdoor pool and spa services. Prospect Berkshires: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Offers full, an indoor pool and complimentary high-speed (wired) Internet access. The Little Lion: 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.