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The Berkshires Family Hotel
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Our top choices for The Berkshires family-friendly hotels
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, (804)
"Convenient location, very roomy, well equipped kitchen.
"
Carolyn
The price is HK$798
HK$1,044 total
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very good, (988)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is HK$732
HK$817 total
includes taxes & fees
19 Dec - 20 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
Elisabeth
The price is HK$781
HK$872 total
includes taxes & fees
13 Jan - 14 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 HK$1,051
HK$1,174 total
includes taxes & fees
21 Dec - 22 Dec
9.8 out of 10, Exceptional, (12)
"New hotel very nice"
joel
The price is HK$1,020
HK$1,139 total
includes taxes & fees
22 Dec - 23 Dec
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1001)
"Very friendly and good Breakfast."
Jesse
The price is HK$594
HK$664 total
includes taxes & fees
14 Jan - 15 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 HK$1,634
HK$2,087 total
includes taxes & fees
4 Jan - 5 Jan 2026
8.2 out of 10, Very good, (987)
"nice and clean, good customer service, but the room is smell. "
Huang
The price is HK$1,398
HK$1,562 total
includes taxes & fees
17 Dec - 18 Dec
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.
Family-friendly hotels with free breakfast in The Berkshires
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, (804)
The price is HK$798
HK$1,044 total
includes taxes & fees
18 Dec - 19 Dec
Family-friendly hotels with pools in The Berkshires
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, (804)
The price is HK$798
HK$1,044 total
includes taxes & fees
18 Dec - 19 Dec
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 The Berkshires Hotel Reviews
Hampton Inn & Suites Berkshires-Lenox
10/10 Excellent
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