
Western Massachusetts Kid friendly Vacations
Book a Kid friendly Hotel + Flight or Car together to unlock savings
Photo by Groovy Trip
- Plan, book, travel with confidence
Better together
Save up to ¥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Kid friendly Western Massachusetts Hotels

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,888 reviews)
Families like: Kids pool, playground, game room, skiing nearby
Travelers say...
"The room was massive and had all kitchen needs met"
Reviewed on Jul 18, 2025

La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8/10 Very Good! (1,273 reviews)
Families like: Indoor pool, game room, cribs, rollaway beds
Travelers say...
"Plenty of free, convenient parking . Helpful, friendly staff . Clean , comfortable , great AC in the room."
Reviewed on Jul 17, 2025

D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (2,247 reviews)
"Third time staying love the pool, and the staff is always ready to help with a smile. This has become our family’s spot. Kudos to housekeeping for the great job they do. A++"
Reviewed on Jul 17, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.