Family Hotels & Resorts in The Berkshires from AU$144

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Family Hotels

Our top choices for The Berkshires family-friendly hotels

Lake

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.
The price is AU$273
includes taxes & fees
29 June - 30 June
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (917 reviews)
The price is AU$150
includes taxes & fees
12 July - 13 July
Cozy Corner Motel
Indoor pool

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, (113 reviews)
  • cleanliness
    Splash into family fun with indoor pool and spa pool—just minutes from Bousquet Ski Area and Tanglewood Music Centre.
The price is AU$276
includes taxes & fees
6 July - 7 July
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

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, (1,001 reviews)
  • cleanliness
    Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is AU$193
includes taxes & fees
29 June - 30 June
Best Western Plus Berkshire Hills Inn & Suites
Arcade

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, (915 reviews)
The price is AU$266
includes taxes & fees
25 June - 26 June
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Skiing

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (999 reviews)
  • cleanliness
    Family-friendly mountain resort with pools and skiing thrills for all ages in Jiminy Peak.
The price is AU$269
includes taxes & fees
29 June - 30 June
Jiminy Peak Mountain Resort
BBQ/picnic Area

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (327 reviews)
The price is AU$144
includes taxes & fees
30 June - 1 July
Williamstown Motel
Exterior

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (613 reviews)
The price is AU$208
includes taxes & fees
29 June - 30 June
Maple Terrace Motel
Property amenity

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, (787 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 AU$297
includes taxes & fees
1 July - 2 July
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Restaurant

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 AU$203
includes taxes & fees
30 June - 1 July
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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.
View all properties

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

Breakfast included
Pool

Family-friendly hotels with free breakfast in The Berkshires

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)
Best Western Plus Berkshire Hills Inn & Suites

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, (1001)
The price is AU$193
includes taxes & fees
29 June - 30 June
Best Western Plus Berkshire Hills Inn & Suites
View all properties

Family-friendly hotels with pools in The Berkshires

Property amenity
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

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, (915)
The price is AU$266
includes taxes & fees
25 June - 26 June
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.
View all properties

Top The Berkshires Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"Always a great experience at Hotel on North! Great, comfortable room with amazing bathroom. Helpful and friendly staff. Safe parking in the rear secured lot."
David 1-night trip
Posted 6 hours ago
Hotel On North

Explore a world of travel with Expedia