Find Hotels with a Pool in Great Barrington, MA
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Our top choices for Great Barrington hotels with a pool
9.6 out of 10, Exceptional, (15)
"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....
"
Laura
The price is NT$9,200
NT$11,332 total
includes taxes & fees
Jan 8 - 2026/1/9
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (710)
"Great hospitality "
regina maria
The price is NT$3,371
NT$3,766 total
includes taxes & fees
Jan 7 - 2026/1/8
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
Thomas
The price is NT$4,253
NT$4,751 total
includes taxes & fees
Jan 8 - 2026/1/9
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
Maria
The price is NT$3,466
NT$3,871 total
includes taxes & fees
Jan 7 - 2026/1/8
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
Catherine
The price is NT$9,610
NT$11,596 total
includes taxes & fees
Jan 7 - 2026/1/8
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
Morgan
The price is NT$4,253
NT$4,751 total
includes taxes & fees
Jan 7 - 2026/1/8
9.2 out of 10, Wonderful, (1006)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is NT$2,922
NT$3,264 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is NT$3,088
NT$3,449 total
includes taxes & fees
Jan 3 - 2026/1/4
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
The Yankee, Trademark Collection by Wyndham
10/10 Excellent
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