Western Massachusetts Kid friendly Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Groovy Trip
Better together
Save up to NZ$616 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! (1,852 reviews)
"Very nice places"
Reviewed on 6 Jul. 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! (1,271 reviews)
"Staff was all super friendly and helpful. Location was where I needed it to be. Renovation was going on, which meant I had to go up 2 floors on the elevator to find a working ice machine. Pool is not as attractive in person as it is in the photo."
Reviewed on 30 Jun. 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! (2,259 reviews)
"Room was clean and staff was wonderful, only issue was loose toilet seat, and you needed to hold the handle down to flush toilet"
Reviewed on 2 Jul. 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.