The Berkshires Kid friendly Holidays

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Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
  • 35 min drive from Tanglewood Music Center
Stay at this 3-star 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! (1,856 reviews)

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

Travellers say...
"This is more like renting a small condo, though I booked it as a "hotel room". Lots of families, plenty for them to do on premises, barbeque pits, activities, multiple pools and water features for the kids. It is a massive development at the foot of a ski resort in rural Western Massachusetts. The ..."

Reviewed on 6 Jul 2025

Vacation Village in the Berkshires
Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
  • 58 min drive from Tanglewood Music Center
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,006 reviews)
Pleasant
"Spacious room with a great view, only complaint would be the gaps in the door that let noise and light in and out."

Reviewed on 8 Jul 2025

Hotel Downstreet, Ascend Hotel Collection
Stay Berkshires
Stay Berkshires
2 out of 5
1146 Cold Spring Road, Williamstown, MA
  • 56 min drive from Tanglewood Music Center
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 4 Dec 2024

Stay 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.