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Find Family Hotels in The Berkshires, MA

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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 IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (818)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is ₩135,525
₩179,701 total
includes taxes & fees
Jan 11 - Jan 12
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1002)
"Very friendly and good Breakfast."
United States
Jesse
The price is ₩110,699
₩123,649 total
includes taxes & fees
Jan 25 - Jan 26
Best Western Plus Berkshire Hills Inn & Suites

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (761)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is ₩195,672
₩218,566 total
includes taxes & fees
Jan 25 - Jan 26
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1001)
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is ₩136,104
₩152,028 total
includes taxes & fees
Jan 10 - Jan 11
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1002)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is ₩141,681
₩158,258 total
includes taxes & fees
Jan 28 - Jan 29
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (15)
"The room we stayed in was extremely clean and comfy. The whole hotel was very nice and had an awesome breakfast. Will be staying here again for sure. "
United States
Keith
The price is ₩201,261
₩224,809 total
includes taxes & fees
Jan 19 - Jan 20
Element Lenox Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (18)
"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.... "
United States
Laura
The price is ₩307,277
₩391,793 total
includes taxes & fees
Jan 26 - Jan 27
Prospect Berkshires

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (73)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is ₩177,626
₩198,409 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (988)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ₩317,094
₩354,195 total
includes taxes & fees
Jan 11 - Jan 12
Jiminy Peak Mountain Resort

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (595)
"Cute place"
United States
Lisa
The price is ₩143,344
₩160,111 total
includes taxes & fees
Jan 11 - Jan 12
Maple Terrace Motel
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.

Find out more about The Berkshires

Family friendly things to do in The Berkshires

The Berkshires is a paradise of family-friendly activities that make it a perfect getaway for those traveling with children. Start your adventure at the Berkshire Museum in Pittsfield, where interactive exhibits and live animal displays ignite curiosity and encourage learning. For outdoor enthusiasts, the picturesque Tanglewood Music Center offers not only concerts but also beautiful grounds for picnics and exploration, where kids can run freely and enjoy the fresh air. Take a family hike up to Mount Greylock, the highest peak in Massachusetts, where stunning vistas reward your efforts and photo opportunities . In the summer, the Lenox Town Beach provides a refreshing spot for swimming and relaxation, while families can also enjoy canoeing or paddleboarding on the serene waters of nearby lakes. When it comes to accommodations, the area around Lenox boasts charming family-friendly hotels like the Blantyre, which offers spacious rooms and a welcoming atmosphere ideal for families. After a day of adventure, unwind by the pool or indulge in the on-site dining, where kids' menus and attentive service ensure that everyone feels pampered. The Berkshires blends culture, nature, and comfort, creating an enriching experience for families looking to explore together.

Top The Berkshires Hotel Reviews