Family Hotels & Resorts in The Berkshires from NZ$159

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Check availability on The Berkshires Family 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, (1,001 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
"We wojld considrr returning in warmer weather with the kids/ grandkids as the environment is family friendly."
United States
Melody
The price is NZ$242
includes taxes & fees
28 May - 29 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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, (96 reviews)
  • cleanliness
    Splash into family fun with indoor pool and spa pool—just minutes from Bousquet Ski Area and Tanglewood Music Centre.
"Clean rooms, friendly staff, pool was very clean and so is the hot tub. Breakfast was okay. Overall our stay was excellent. Highly recommended."
United States
Camille
The price is NZ$242
includes taxes & fees
28 May - 29 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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, (898 reviews)
"I wish I had known about this place when my kids were young."
United States
JoAnn
The price is NZ$254
includes taxes & fees
25 May - 26 May
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, (1,003 reviews)
  • cleanliness
    Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
"We have a dog traveling with us. It is really pet friendly. Love it!"
United States
Yan
The price is NZ$193
includes taxes & fees
24 May - 25 May
Best Western Plus Berkshire Hills Inn & Suites

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (906 reviews)
"Friendly hotel workers, great breakfast, and my daughter loved the lobby decor. Perfect for a mother-daughter weekend away!"
United States
Janice
The price is NZ$159
includes taxes & fees
31 May - 1 June
Cozy Corner 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.
"kids had so much fun"
United States
Kristen
The price is NZ$232
includes taxes & fees
27 May - 28 May
Holiday Inn & Suites Pittsfield-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, (780 reviews)
  • cleanliness
    Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cosy rooms—all nestled near Ski Butternut.
"Staff are so friendly "
United States
Mary Cay
The price is NZ$317
includes taxes & fees
26 May - 27 May
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (991 reviews)
  • cleanliness
    Family-friendly mountain resort with pools and skiing thrills for all ages in Jiminy Peak.
"Great family retreat!"
United States
sarah
The price is NZ$261
includes taxes & fees
3 June - 4 June
Jiminy Peak Mountain Resort

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (580 reviews)
  • cleanliness
    Escape with the kids to this quiet, comfortable motel where family stays come with free beds and cots in immaculately clean rooms.
"Really nice little family business. Ty! "
United States
Raymond
The price is NZ$143
includes taxes & fees
25 May - 26 May
Travelodge by Wyndham Great Barrington Berkshires

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (320 reviews)
"Rocky's wife Najma and their children were there to welcome us at check in and were so kind to show us on a great local map all the great places to eat, shop, and visit for entertainment!"
United States
Ashley
The price is NZ$169
includes taxes & fees
25 May - 26 May
Williamstown 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.

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.

Top The Berkshires Hotel Reviews

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