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

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (18 reviews)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is P12,548
P16,000 total
includes taxes & fees
Jan 26 - Jan 27
Prospect Berkshires

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, (717 reviews)
"Nice warm pool and hot tub. Good little fitness center. "
United States
Fawn
The price is P5,801
P6,479 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (761 reviews)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is P7,991
P8,926 total
includes taxes & fees
Jan 25 - Jan 26
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (548 reviews)
"Perfect for pets "
United States
Maria
The price is P6,511
P7,273 total
includes taxes & fees
Jan 19 - Jan 20
The Little Lion

Charming 6 Bdrm Countryside Stay

Charming 6 Bdrm Countryside Stay
3.0 star property
Great Barrington
The price is P110,271
P152,768 total
includes taxes & fees
Feb 7 - Feb 8
Charming 6 Bdrm Countryside Stay

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is P18,053
P21,785 total
includes taxes & fees
Jan 18 - Jan 19
The Old Inn On The Green

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (16 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is P8,227
P9,190 total
includes taxes & fees
Jan 19 - Jan 20
Element Lenox Berkshires

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (73 reviews)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is P7,262
P8,112 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,004 reviews)
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is P5,801
P6,480 total
includes taxes & fees
Jan 23 - Jan 24
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (818 reviews)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is P6,296
P8,191 total
includes taxes & fees
Jan 11 - Jan 12
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.

Top Great Barrington Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Great Barrington?
Prospect Berkshires: Features a sauna, an outdoor pool, and spa services. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Offers buffet, an indoor pool, and complimentary wired internet access. The Little Lion: Features full, an indoor pool, and complimentary wired internet access. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Provides a health club, an indoor pool, and complimentary wired internet access. Quality Inn Great Barrington: Features a seasonal outdoor pool, an indoor pool, and buffet.
What is there to see and do in Great Barrington?
Surround yourself with nature at Housatonic River Walk and Housatonic River. During your stay, check out sights such as Mahaiwe Performing Arts Center, Ski Butternut, and Monument Mountain. 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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