Book Kid-Friendly Hotels in The Berkshires from $85
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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
$149 nightly
The price is $166 total per night from May 3 to May 4
$166 total
May 3 - May 4
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! (846 reviews)
My wife and I both enjoyed our stay. The decor and atmosphere are very nice. The room was spacious. And the facilities were fun—I enjoyed the sitting area on the second floor with all the books, games, and puzzles.
Reviewed on Apr 27, 2026
Williamstown Motel
295 Main Street Williamstown MA
$89 nightly
The price is $99 total per night from May 3 to May 4
$99 total
May 3 - May 4
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! (318 reviews)
Comfortable, pleasant room & property. So convenient to both Williamstown & North Adams! Cheerful, helpful staff.
Reviewed on Apr 28, 2026
Cozy Corner Motel
284 Sand Springs Rd. Rte 7 Williamstown MA
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from May 3 to May 4
$93 total
May 3 - May 4
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 ...
9.2/10 Wonderful! (902 reviews)
Families like: Lazy river, playground, skiing nearby, free breakfast for the whole family
Travelers say...
Small motel with easy access to Williamstown and western Mass. The staff/owner, K, was very attentive and friendly. Breakfast was cozy - sorry for the pun. However, they had everything I needed and provided a tray that you could carry to your room. For the price, it's better than I expected.
Reviewed on Apr 27, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from May 3 to May 4
$123 total
May 3 - May 4
Total with taxes and fees
This condo 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 and perks ...
8.8/10 Excellent! (2,342 reviews)
Families like: Kids pool, playground, game room, skiing nearby
Travelers say...
Clean room staff it's respectful and easy going
Reviewed on Apr 28, 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$142 nightly
The price is $158 total per night from May 3 to May 4
$158 total
May 3 - May 4
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! (1,001 reviews)
Clean room, helpful staff, great mountain view!
Reviewed on Apr 30, 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
Econo Lodge Lee - Great Barrington
980 Pleasant Street Lee MA
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from May 13 to May 14
$85 total
May 13 - May 14
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 ...
6.4/10 (662 reviews)
Decent place.friendly, quiet
Reviewed on Apr 16, 2026
Jiminy Peak Mountain Resort
37 Corey Rd Hancock MA
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $150 total per night from May 1 to May 2
$150 total
May 1 - May 2
Total with taxes and fees
Ski-in/ski-out access, 2 restaurants, and 2 outdoor tennis courts are all featured at this smoke-free hotel. Take advantage of ski lessons, ski rentals and ski ...
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
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd Great Barrington MA
$152 nightly
The price is $170 total per night from May 5 to May 6
$170 total
May 5 - May 6
Total with taxes and fees
9.4/10 Exceptional! (778 reviews)
Hotels with Childcare in The Berkshires
Devonfield Inn B&B
85 Stockbridge Rd. Lee MA
$269 nightly
The price is $300 total per night from May 3 to May 4
$300 total
May 3 - May 4
Total with taxes and fees
10/10 Exceptional! (137 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
Quality Inn Great Barrington
4 out of 5
Posted 8 hours ago
Travelocity Verified Review
"Older property but clean and very quiet."
A verified traveler stayed at Quality Inn Great Barrington
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