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

35 min drive from Tanglewood Music Center

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 ...

8.8/10 Excellent! (2,389 reviews)

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

Travelers say...

"Great place just listed again for four more nights"

Reviewed on 2026/6/3

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

58 min drive from Tanglewood Music Center

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

8.8/10 Excellent! (1,003 reviews)

"Check in was simple and quick. Staff was courteous and helpful. The room was clean and spacious. We had a pleasant stay and checkout was simple."

Reviewed on 2026/6/1

Williamstown Motel

295 Main Street Williamstown MA

58 min drive from Tanglewood Music Center

Book a stay at this business-friendly motel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

9.2/10 Wonderful! (321 reviews)

"Absolutely lovely. Clean! New carpet. Fridge and microwave. Comfy bed. Ground floor only and park right in front of the door-a must for those with physical issues. Great owner! Just a great visit. Will be gifting my son md his wife a trip to the area with williamstown Motel to stay."

Reviewed on 2026/5/29

See all 1,101 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.