The Berkshires Kid friendly Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Photo courtesy of Berkshire Visitors Bureau
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Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
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 ...
8.8/10 Excellent! (2,389 reviews)
Families like: Kids' swimming pool, playground, games room, skiing nearby
Travellers say...
"Great place just listed again for four more nights"
Reviewed on 3 Jun 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,004 reviews)
"Recently remodeled, updated hotel in great location downtown. Parking, staff and amenities were all excellent. Highly recommended."
Reviewed on 5 Jun 2026
Williamstown Motel
295 Main Street Williamstown MA
Stay at this business-friendly motel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
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 29 May 2026
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.
