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Check availability on The Berkshires Family Hotels
Our top choices for The Berkshires family-friendly hotels

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1,001 reviews)
cleanliness Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is ₩196,547
₩219,550 total
includes taxes & fees
Jun 8 - Jun 9

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
9.2 out of 10, Wonderful, (904 reviews)
The price is ₩205,512
₩259,518 total
includes taxes & fees
Jun 7 - Jun 8

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,001 reviews)
cleanliness Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is ₩170,417
₩190,355 total
includes taxes & fees
Jun 8 - Jun 9
The price is ₩129,652
₩152,548 total
includes taxes & fees
Jun 9 - Jun 10

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, (782 reviews)
cleanliness Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cozy rooms—all nestled near Ski Butternut.
The price is ₩298,307
₩333,209 total
includes taxes & fees
Jun 29 - Jun 30

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (1,002 reviews)
cleanliness Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.
The price is ₩186,969
₩208,838 total
includes taxes & fees
Jun 15 - Jun 16
The price is ₩151,720
₩169,472 total
includes taxes & fees
Jun 8 - Jun 9

8.2 out of 10, Very Good, (992 reviews)
cleanliness Family-friendly mountain resort with pools and skiing thrills for all ages in Jiminy Peak.
The price is ₩219,305
₩244,964 total
includes taxes & fees
Jun 10 - Jun 11
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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1001)
The price is ₩196,547
₩219,550 total
includes taxes & fees
Jun 8 - Jun 9



































