Name: Stay Berkshires
Rating: 8.2

Photo by Photo courtesy of Berkshire Visitors Bureau

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Top Kid friendly The Berkshires 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! (2,182 reviews)

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

Travelers say...

A great place for our family to use as a base while skiing at Jiminy Peak! The pool was a huge hit.

Reviewed on 2025/12/24

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

25 min drive from Jiminy Peak Mountain Resort

Book a stay at this business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...

8.6/10 Excellent! (1,001 reviews)

Courteous staff

Reviewed on 2025/12/19

Stay Berkshires

1146 Cold Spring Road Williamstown MA

22 min drive from Jiminy Peak Mountain Resort

Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Margaret Lindley Park and Lindley Park are located ...

8.2/10 Very Good! (353 reviews)

Nice option to stay near MASS MOCA.

Reviewed on 2024/12/4

See all 1,084 properties in The Berkshires

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.