Find Family Hotels in The Berkshires, MA

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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 Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,002 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is NT$3,127
NT$3,493 total
includes taxes & fees
Apr 14 - Apr 15
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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, (858 reviews)
"Great place to enjoy with the whole family!!!"
United States
Elizabeth
The price is NT$3,601
NT$4,649 total
includes taxes & fees
Apr 5 - Apr 6
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (776 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is NT$4,866
NT$5,435 total
includes taxes & fees
Apr 19 - Apr 20
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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, (1,000 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is NT$3,870
NT$4,323 total
includes taxes & fees
Apr 1 - Apr 2
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (87 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is NT$3,778
NT$4,220 total
includes taxes & fees
Apr 6 - Apr 7
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (896 reviews)
"We love Cozy Corner. It's a snug, safe, well-maintained, home away from home. Love the ample breakfast and the genuine welcome we receive every time."
United States
Ann
The price is NT$2,531
NT$2,982 total
includes taxes & fees
Apr 12 - Apr 13
Cozy Corner Motel

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.4 out of 10, Exceptional, (315 reviews)
"Great location with easy parking"
United Kingdom
David
The price is NT$2,276
NT$2,542 total
includes taxes & fees
Apr 26 - Apr 27
Williamstown Motel

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (574 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is NT$2,396
NT$2,677 total
includes taxes & fees
Apr 9 - Apr 10
Travelodge by Wyndham Great Barrington 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, (1,002 reviews)
"Nice property. Breakfast buffet was good. Parking lot was under construction, but complimentary valet parking was offered. Friendly staff, comfortable beds.resturanton 2 nd floor was good "
United States
D
The price is NT$3,778
NT$4,220 total
includes taxes & fees
Apr 14 - Apr 15
Holiday Inn & 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, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is NT$4,761
NT$5,318 total
includes taxes & fees
Apr 2 - Apr 3
Jiminy Peak Mountain Resort
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.

Choose what matters most at family-friendly hotels in The Berkshires

Family-friendly hotels with free breakfast in The Berkshires

Family-friendly hotels with pools in The Berkshires

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

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