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Find Family-Friendly Hotels in The Berkshires, MA

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Check availability on The Berkshires Family-Friendly Hotels

Our top choices for The Berkshires family-friendly hotels

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (127 reviews)
  • cleanliness
    Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Centre.
The price is £114
includes taxes & fees
16 Jul - 17 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.6 out of 10, Excellent, (1,012 reviews)
The price is £105
includes taxes & fees
12 Jul - 13 Jul
Comfort Inn & Suites East Greenbush - Albany

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, (1,005 reviews)
  • cleanliness
    Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is £113
includes taxes & fees
12 Jul - 13 Jul
Best Western Plus Berkshire Hills Inn & Suites

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (925 reviews)
The price is £77
includes taxes & fees
12 Jul - 13 Jul
Cozy Corner Motel

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (116 reviews)
The price is £72
includes taxes & fees
22 Jul - 23 Jul
Hideaway Inn Mt. Snow

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
9.2 out of 10, Wonderful, (929 reviews)
The price is £145
includes taxes & fees
29 Jul - 30 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (330 reviews)
The price is £76
includes taxes & fees
13 Jul - 14 Jul
Williamstown Motel

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, (1,008 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is £194
includes taxes & fees
12 Jul - 13 Jul
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,002 reviews)
The price is £218
includes taxes & fees
12 Jul - 13 Jul
Simsbury 1820 House

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (957 reviews)
  • cleanliness
    Enjoy a family getaway with free breakfast and kid-friendly amenities at this peaceful Westfield hotel near shopping.
The price is £84
includes taxes & fees
3 Aug - 4 Aug
Quality Inn Westfield - Springfield
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 promise adventure and education for all ages. Start your journey at the Berkshire Museum in Pittsfield, where children can marvel at interactive exhibits, admire local art, and even meet live animals. For outdoor enthusiasts, the Bousquet Mountain offers skiing in winter and mountain biking in summer, ensuring thrill-seekers of all ages are entertained. Don’t miss the picturesque hiking trails at Mount Greylock State Reservation, which boasts stunning views and picnic spots perfect for family lunches. Arts lovers will appreciate the Tanglewood Music Center, where families can enjoy concerts in a stunning natural setting—some performances are even designed for children. Finally, the Norman Rockwell Museum in Stockbridge invites families to explore the life and works of one of America’s beloved illustrators, with activities tailored for young visitors. When it comes to accommodation, the area surrounding Lenox and Stockbridge features a range of family-friendly hotels that cater to your every need. Many establishments offer spacious suites, on-site dining, and activities like swimming pools and game rooms, ensuring that relaxation and fun go hand in hand. Staying here places you in close nearby top attractions, making it easy to explore without the hassle of long drives. The attentive service and comfortable amenities found in these hotels will make your family feel pampered, allowing for a seamless and enjoyable getaway in the beautiful Berkshires.

Top The Berkshires Hotel Reviews

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