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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! (2,166 reviews)

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

Travelers say...

Clean spacious toom

Reviewed on 2025/12/6

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! (1,305 reviews)

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

Travelers say...

All hotel staff courteous and professional

Reviewed on 2025/12/7

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! (2,230 reviews)

The staff were super, we enjoyed having a good restaurant on site, the pool was clean and the breakfast was varied. We enjoyed our stay here.

Reviewed on 2025/12/5

See all 1,477 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.