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

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! (2,205 reviews)

The amount of space and super comfortable bed was such a pleasure!

Reviewed on 13 Jan 2026

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

25 min drive from Jiminy Peak Mountain Resort

Stay at this business-friendly hotel in North Adams. Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Our guests praise the helpful staff and the ...

8.6/10 Excellent! (1,000 reviews)

Staff was pleasant and helpful, room spacey and all immaculate .

Reviewed on 11 Jan 2026

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 Wi-Fi 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 4 Dec 2024

See all 1,068 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.