Find Hotels with a Pool in Great Barrington, MA

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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, (17)
"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 NT$7,924
NT$9,904 total
includes taxes & fees
Jan 26 - 2026/1/27
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, (710)
"Great hospitality "
United States
regina maria
The price is NT$3,364
NT$3,758 total
includes taxes & fees
Jan 4 - 2026/1/5
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, (759)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is NT$4,245
NT$4,741 total
includes taxes & fees
Jan 11 - 2026/1/12
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)
"Perfect for pets "
United States
Maria
The price is NT$3,459
NT$3,863 total
includes taxes & fees
Jan 1 - 2026/1/2
The Little Lion

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)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is NT$9,587
NT$11,569 total
includes taxes & fees
Dec 29 - Dec 30
The Old Inn On The Green

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is NT$4,245
NT$4,741 total
includes taxes & fees
Jan 4 - 2026/1/5
Element Lenox Berkshires

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, (998)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
United States
Dwight
The price is NT$2,773
NT$3,098 total
includes taxes & fees
Jan 2 - 2026/1/3
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is NT$2,913
NT$3,254 total
includes taxes & fees
Jan 4 - 2026/1/5
The Yankee, Trademark Collection by Wyndham

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (69)
"Extremely impressed by this hotel. The staff was very friendly and professional. The rooms were so comfortable and high quality everything! Check in and check out was easy. Highly recommend!"
United States
Jeanne
The price is NT$3,852
NT$4,303 total
includes taxes & fees
Jan 25 - 2026/1/26
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is NT$4,020
NT$4,490 total
includes taxes & fees
Jan 23 - 2026/1/24
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.

Top Great Barrington Hotel Reviews

Frequently asked questions

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