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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

Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...

8.6/10 Excellent! (2,166 reviews)

Families like: Kids' swimming pool, playground, games room, skiing nearby

Travellers say...

Clean spacious toom

Reviewed on 6 Dec 2025

La Quinta Inn & Suites by Wyndham Springfield MA

100 Congress Street Springfield MA

1 hour drive from Jiminy Peak Mountain Resort

Stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...

8/10 Very Good! (1,306 reviews)

Families like: Indoor pool, games room, cots, free breakfast for the whole family

Travellers 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 7 Dec 2025

D. Hotel Suites & Spa

1 Country Club Rd Holyoke MA

44 min drive from Jiminy Peak Mountain Resort

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 their reviews. Popular ...

9.2/10 Wonderful! (2,242 reviews)

The staff were all warm and friendly! Room was very clean and comfortable. Would recommend the spa, Kim gave me the best therapeutic hot stone massage I have ever had!

Reviewed on 10 Dec 2025

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.