Book Kid-Friendly Hotels in The Berkshires from $75
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Top The Berkshires Kid Friendly Hotels
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $200 total per night from Sep 7 to Sep 8
$200 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's ...
9.6/10 Exceptional! (887 reviews)
"A really cool place to stay. Easy drive to Tanglewood. Rich history with modern room amenities."
Reviewed on Aug 8, 2026
Williamstown Motel
295 Main Street Williamstown MA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Aug 25 to Aug 26
$111 total
Aug 25 - Aug 26
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
9.2/10 Wonderful! (335 reviews)
"The host gave us a free upgrade. He helped us find a good place for dinner. He couldn’t have been more helpful! Breakfast choices were good quality. Rooms were quiet."
Reviewed on Jul 25, 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$139 nightly
The price is $155 total per night from Sep 7 to Sep 8
$155 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express ...
8.8/10 Excellent! (1,004 reviews)
"Love this hotel for going to Mass MoCA"
Reviewed on Aug 8, 2026
Jiminy Peak Mountain Resort
37 Corey Rd Hancock MA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $178 total per night from Aug 30 to Aug 31
$178 total
Aug 30 - Aug 31
Total with taxes and fees
2 outdoor tennis courts, 2 hot tubs, and an outdoor pool are all featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free self ...
8.2/10 Very Good! (1,004 reviews)
"Jiminy Peak is located in an absolutely beatiful location in the Berkshires. And it has fun family-friendly summertime activities. But it could use some sprucing up. The pool liner is a little wrinkly and the hot tub is quite stained near the water line. In addition, our room had a nice 2-foot gouge ..."
Reviewed on Aug 6, 2026
Lantern House Motel
256 Stockbridge Road Great Barrington MA
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden and a picnic area are also provided.
8.2/10 Very Good! (455 reviews)
Avoid staying here if you can.
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should ..."
Reviewed on Nov 22, 2021
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $143 total per night from Aug 31 to Sep 1
$143 total
Aug 31 - Sep 1
Total with taxes and fees
This aparthotel features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym ...
Cozy Corner Motel
284 Sand Springs Rd. Rte 7 Williamstown MA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Sep 8 to Sep 9
$104 total
Sep 8 - Sep 9
Total with taxes and fees
This motel features a restaurant, a lazy river, and a bar/lounge. Families will appreciate the playground and barbecue grills. There's no skimping on freebies ...
Econo Lodge Lee - Great Barrington
980 Pleasant Street Lee MA
Fully refundable
$67 nightly
The price is $75 total per night from Sep 7 to Sep 8
$75 total
Sep 7 - Sep 8
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Multilingual staff at the 24-hour front desk ...
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.
Hotels With Pools in The Berkshires
The Yankee Inn
461 Pittsfield Rd Lenox MA
$158 nightly
The price is $176 total per night from Aug 10 to Aug 11
$176 total
Aug 10 - Aug 11
Total with taxes and fees
9.2/10 Wonderful! (1,016 reviews)
Hotels with Childcare in The Berkshires
Devonfield Inn B&B
85 Stockbridge Rd. Lee MA
$389 nightly
The price is $435 total per night from Sep 3 to Sep 4
$435 total
Sep 3 - Sep 4
Total with taxes and fees
10/10 Exceptional! (140 reviews)
The Berkshires Kid-Friendly Hotels
It’s not a family vacation if you can’t bring the entire clan with you, is it? Next time you have a few days off from work, plan a family-friendly getaway. Set off on an adventure the entire family will love, and book your stay at one of the kid-friendly hotels in The Berkshires.
Your little ones are the most important thing in your life, so make sure they enjoy your accommodation as much as you do. From a kids-only room service menu (macaroni and cheese, anyone?) to special perks like in-room video game consoles, these lodgings provide a little something extra for the smaller members of your crew. The best family-friendly hotels in The Berkshires may even offer playgrounds and other activities to keep the kiddos busy. What’s more, some hotels provide a babysitting service so you can get a few hours to yourself!
Whether you’re traveling with one small child or hauling around your entire extended family, Travelocity is here to help. Let us hook you up with hotels for kids in The Berkshires that will keep your youngsters happy without breaking the bank. You can save even more when you bundle your flight and hotel together, so what are you waiting for? Grab your family and get ready to explore!
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Recent The Berkshires Hotel Reviews By Fellow Wanderers
The Yankee Inn
5 out of 5
Posted 9 hours ago
Travelocity Verified Review
"The staff were friendly, helpful with finding restaurants and other local attractions. Our room was immaculate and nicely furnished with modern furnishings in great condition. The room was quiet--we never heard our neighbors. It was pleasant to sit on the balcony and read. The location is great, 15 or 20 mins to Tanglewood depending on time. A very nice breakfast with lots of choices. We would definitely recommend this Inn to friends, and plan to return for future trips to Tanglewood and The Berkshires. ."
A verified traveler stayed at The Yankee Inn
