A lake with a rocky shoreline and a forested island.

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Our top choices for Western Massachusetts family-friendly hotels

1. The Ellery

The Ellery
3.5 star property
Northampton
9.4 out of 10, Exceptional, (1,012 reviews)
  • cleanliness
    Family-friendly holiday with free breakfast, cots, and botanical garden steps from this inviting Northampton hotel.
The price is £99
includes taxes & fees
16 Nov - 17 Nov
The Ellery

2. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
  • cleanliness
    Family escape with indoor and outdoor pools—enjoy year-round swimming plus convenient ski access at Bousquet Ski Area.
The price is £87
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn

3. 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, (1,000 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is £92
includes taxes & fees
22 Nov - 23 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel

4. Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (550 reviews)
The price is £128
includes taxes & fees
17 Nov - 18 Nov
Old Mill Inn

5. D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,100 reviews)
  • cleanliness
    Escape to a family-friendly haven where kids splash in the indoor pool and parents unwind at the spa after hiking adventures together.
The price is £91
includes taxes & fees
29 Nov - 30 Nov
D. Hotel Suites & Spa

6. Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Family escape with cots and premium TV channels just minutes from Smith College Botanic Garden awaits your family.
The price is £125
includes taxes & fees
12 Nov - 13 Nov
Hotel Northampton

7. Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1,009 reviews)
  • cleanliness
    Family haven with indoor pool and top-notch amenities for memorable adventures near University of Massachusetts Amherst.
The price is £99
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Hadley - Amherst

8. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,056 reviews)
The price is £102
includes taxes & fees
29 Nov - 30 Nov
Berkshires Untold

9. Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (1,000 reviews)
The price is £101
includes taxes & fees
17 Nov - 18 Nov
Hampton Inn Hadley-Amherst Area

10. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (967 reviews)
The price is £97
includes taxes & fees
29 Nov - 30 Nov
Hotel On North
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 Western Massachusetts

Family-friendly hotels with free breakfast in Western Massachusetts

Family-friendly hotels with pools in Western Massachusetts

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 Western Massachusetts

Family friendly things to do in Western Massachusetts

Western Massachusetts is a paradise of family-friendly experiences that promise to delight adventurers of all ages. Begin your exploration at the renowned Berkshire Museum in Pittsfield, where interactive exhibits and a stunning aquarium can captivate young minds while offering a glimpse into local history and art. Just a short drive away, the Norman Rockwell Museum invites families to step into the world of one of America’s most beloved illustrators, with activities that encourage creativity. For outdoor enthusiasts, the scenic Mount Greylock State Reservation offers hiking trails with breathtaking views that are accessible for families, as well as picnic areas perfect for a family lunch amidst nature. History buffs will enjoy a visit to the Springfield Museums, where kids can learn through play at the Dr. Seuss National Memorial Sculpture Garden, surrounded by whimsical sculptures of their favourite characters. A stay in the charming town of Stockbridge provides a perfect base, with family-friendly hotels offering spacious rooms and amenities such as pools and easy access to local attractions. Here, you can unwind after a day of adventure, enjoying the quaint atmosphere and perhaps a meal at a local restaurant that caters to children’s tastes, ensuring that every family member feels pampered.

Top Western Massachusetts Hotel Reviews

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