Hotels with Swimming Pools in North Canaan
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Our top choices for North Canaan hotels with a pool
9.4 out of 10, Exceptional, (165)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
Paulina
The price is S$243
includes taxes & fees
5 Jan - 6 Jan, 2026
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 S$462
includes taxes & fees
8 Jan - 9 Jan, 2026
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 S$154
includes taxes & fees
4 Jan - 5 Jan, 2026
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
Lori
The price is S$264
includes taxes & fees
14 Jan - 15 Jan, 2026
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 S$158
includes taxes & fees
1 Jan - 2 Jan, 2026
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 S$194
includes taxes & fees
8 Jan - 9 Jan, 2026
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
Kimberly
The price is S$129
includes taxes & fees
25 Dec - 26 Dec
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 IHGSouth Lee
9.0 out of 10, Wonderful, (808)
"Convenient location, very roomy, well equipped kitchen.
"
Carolyn
The price is S$208
includes taxes & fees
6 Jan - 7 Jan, 2026
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 North Canaan Hotel Reviews
The Red Lion Inn
10/10 Excellent
