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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! (2,169 reviews)

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

Travelers say...

Your staff is very courteous and yes my room was spotless.

Reviewed on Dec 13, 2025

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! (1,306 reviews)

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

Travelers say...

The staff was amazing and so helpful. They answered all questions and even when i got there at 930 pm they greeted us so cheerfully! In the morning my key card wasnt working for the gym and they came up and opened it for me

Reviewed on Dec 7, 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! (2,246 reviews)

Stayed 3 nights, really great hotel and value.

Reviewed on Dec 11, 2025

See all 1,481 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.