Hotels with Swimming Pools in Great Barrington

Start date: Check-in selected.
To Date
End date: Check-out

    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 Swimming Pools

Top Hotels with Swimming Pools in Great Barrington

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (674)
"Great place to have a girls night for old friends when one of us is back in town for a night. Very convenient place well kept. "
The price is S$149
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Prospect Berkshires
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers
Prospect Berkshires
3.0 star property
9.0 out of 10, Wonderful, (8)
"Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway. "
The price is S$467
includes taxes & fees
2 Nov - 3 Nov
Prospect Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (743)
"The property is very nice and the staff was extremely friendly and helpful."
The price is S$207
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Little Lion
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
The Little Lion
3.0 star property
8.6 out of 10, Excellent, (537)
"Comfy, quiet, and clean "
The price is S$187
includes taxes & fees
2 Nov - 3 Nov
The Little Lion
The Old Inn On The Green
Premium bedding, individually decorated, individually furnished
The Old Inn On The Green
4.0 star property
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
The price is S$477
includes taxes & fees
2 Nov - 3 Nov
The Old Inn On The Green
Element Lenox Berkshires
Indoor pool
Element Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is S$196
includes taxes & fees
9 Nov - 10 Nov
Element Lenox Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Meeting facility
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (898)
"Excellent customer service and great rooms"
The price is S$149
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge
Indoor pool
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (698)
"Great stay, perfect "
The price is S$164
includes taxes & fees
2 Nov - 3 Nov
Berkshire Mountain Lodge
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
2 indoor pools, 2 outdoor pools, pool umbrellas, pool loungers
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
9.0 out of 10, Wonderful, (754)
"Lovely spot, great accommodations, friendly staff, and great location."
The price is S$186
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Hampton Inn & Suites Berkshires-Lenox
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1002)
"Very clean, nice amenities , great location!!"
The price is S$161
includes taxes & fees
13 Nov - 14 Nov
Hampton Inn & Suites Berkshires-Lenox
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

Top Great Barrington Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"We had a very pleasant stay: clean and spacious room, walking areas around the property, accessible/walkable shopping (food, CVS, price chopper, and budget department stores. "
Rene 2-night trip
Posted 5 days ago
The Yankee, Trademark Collection by Wyndham

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodation options with pools in Great Barrington?
Quality Inn: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Provides full, an indoor pool and complimentary high-speed (wired) Internet access. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Features a sauna, an outdoor pool and spa services. Prospect Berkshires: Features free self parking, an indoor pool and complimentary wireless Internet access. Monument Mountain Motel: Offers 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli.
What is there to see and do in Great Barrington?
Surround yourself with nature at Housatonic River Walk and Housatonic River. During your stay, visit sights such as Mahaiwe Performing Arts Center, 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.