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Family friendly Hotels in The Berkshires, Massachusetts
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Check availability on The Berkshires Family friendly 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
9.2 out of 10, Wonderful, (1,005 reviews)
- Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is P8,779
P9,805 total
includes taxes & fees
Jun 17 - Jun 18
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,001 reviews)
- Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is P7,003
P7,823 total
includes taxes & fees
Jun 17 - Jun 18
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (107 reviews)
- Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Center.
The price is P8,511
P9,507 total
includes taxes & fees
Jun 22 - Jun 23
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, (909 reviews)
The price is P8,152
P10,295 total
includes taxes & fees
Jun 17 - Jun 18
The price is P5,143
P6,051 total
includes taxes & fees
Jun 17 - Jun 18
The price is P6,991
P7,810 total
includes taxes & fees
Jun 16 - Jun 17
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, (785 reviews)
- Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cozy rooms—all nestled near Ski Butternut.
The price is P11,317
P12,641 total
includes taxes & fees
Jun 22 - Jun 23
The price is P5,411
P6,044 total
includes taxes & fees
Jun 15 - Jun 16
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
9.2 out of 10, Wonderful, (1005)
The price is P8,779
P9,805 total
includes taxes & fees
Jun 17 - Jun 18
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
9.2 out of 10, Wonderful, (909)
The price is P8,152
P10,295 total
includes taxes & fees
Jun 17 - Jun 18
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
Quality Inn Great Barrington
10/10 Excellent
