The Berkshires Kid friendly Holidays

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Top Kid friendly The Berkshires Hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
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! (2,146 reviews)

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

Travellers say...
Nice place to stay, off season. Price was very reasonable. Room was comfortable, (1st floor, Building 5), entire building was very quiet, hardly anyone on the property. Nice amenities, but we only walked through, did not use (pool, locker rooms, hot tub, fire pit). Room was nicely appointed and comfortable. ...

Reviewed on 22 Nov 2025

Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
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! (1,008 reviews)
Wonderful Experience

Reviewed on 23 Nov 2025

Hotel Downstreet, an Ascend Collection Hotel
Stay Berkshires

Stay Berkshires

2 out of 5
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

Stay Berkshires
See all 1,088 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.