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Top Kid friendly Western Massachusetts Hotels

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

13 min walk from Jiminy Peak Mountain Resort

Book a stay at this 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! (2,208 reviews)

Families like: Kids pool, playground, game room, skiing nearby

Travelers say...

It is one of my favorite places to go but sometimes it is overcrowded and the people can be rude and rowdy. But the staff is fantastic they do a great job even with the crowds.

Reviewed on Jan 16, 2026

La Quinta Inn & Suites by Wyndham Springfield MA

100 Congress Street Springfield MA

1 hour drive from Jiminy Peak Mountain Resort

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! (1,313 reviews)

Families like: Indoor pool, game room, cribs, free breakfast for the whole family

Travelers say...

Clean room freindly checking staff

Reviewed on Dec 30, 2025

D. Hotel Suites & Spa

1 Country Club Rd Holyoke MA

44 min drive from Jiminy Peak Mountain Resort

Book a stay at this 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! (2,231 reviews)

Clean spacious room. Check in was easy, quick and friendly

Reviewed on Jan 18, 2026

See all 1,464 properties 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.