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

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, (1,000 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is £90
includes taxes & fees
28 Apr - 29 Apr
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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, (777 reviews)
  • cleanliness
    Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cosy rooms—all nestled near Ski Butternut.
The price is £127
includes taxes & fees
14 Apr - 15 Apr
Fairfield Inn & Suites by Marriott Great Barrington Lenox/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 IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (862 reviews)
The price is £108
includes taxes & fees
13 Apr - 14 Apr
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, (1,002 reviews)
  • cleanliness
    Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is £92
includes taxes & fees
12 Apr - 13 Apr
Best Western Plus Berkshire Hills Inn & Suites

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (897 reviews)
The price is £70
includes taxes & fees
27 Apr - 28 Apr
Cozy Corner Motel

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, (88 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 £98
includes taxes & fees
16 Apr - 17 Apr
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.4 out of 10, Exceptional, (315 reviews)
The price is £61
includes taxes & fees
28 Apr - 29 Apr
Williamstown Motel

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, (1,000 reviews)
  • cleanliness
    Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.
The price is £98
includes taxes & fees
11 May - 12 May
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (576 reviews)
  • cleanliness
    Escape with the kids to this quiet, comfortable motel where family stays come with free beds and cots in immaculately clean rooms.
The price is £62
includes taxes & fees
13 Apr - 14 Apr
Travelodge by Wyndham Great Barrington Berkshires

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (989 reviews)
  • cleanliness
    Family-friendly mountain resort with pools and skiing thrills for all ages in Jiminy Peak.
The price is £124
includes taxes & fees
11 Apr - 12 Apr
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 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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