Book Kid-Friendly Hotels in The Berkshires from $70
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Top The Berkshires Kid Friendly Hotels
Williamstown Motel
295 Main Street Williamstown MA
$84 nightly
The price is $94 total per night from Dec 14 to Dec 15
$94 total
Dec 14 - Dec 15
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! (314 reviews)
Room was very clean. Spoke to staff on the way in who was very courteous about our late arrival. Continental breakfast was accommodative. Free visitor materials were helpful. 😊
Reviewed on Nov 23, 2025
Cozy Corner Motel
284 Sand Springs Rd. Rte 7 Williamstown MA
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $88 total per night from Dec 10 to Dec 11
$88 total
Dec 10 - Dec 11
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 ...
9/10 Wonderful! (884 reviews)
Families like: Lazy river, playground, skiing nearby, free breakfast for the whole family
Travelers say...
Friendly hotel workers, great breakfast, and my daughter loved the lobby decor. Perfect for a mother-daughter weekend away!
Reviewed on Nov 25, 2025
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $124 total per night from Dec 9 to Dec 10
$124 total
Dec 9 - Dec 10
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 ...
8.6/10 Excellent! (2,158 reviews)
Families like: Kids pool, playground, game room, skiing nearby
Travelers say...
No Tissue or Extra towels
Reviewed on Dec 2, 2025
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$107 nightly
The price is $120 total per night from Dec 20 to Dec 21
$120 total
Dec 20 - Dec 21
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 ...
8.6/10 Excellent! (1,003 reviews)
I don’t have a single complaint about this hotel! Everything was perfect! Staff was great, parking was easy, everything was clean! My family and I will definitely be staying here again in the future!
Reviewed on Dec 5, 2025
Stay Berkshires
1146 Cold Spring Road Williamstown MA
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public ...
8.2/10 Very Good! (353 reviews)
Nice option to stay near MASS MOCA.
Reviewed on Dec 4, 2024
Jiminy Peak Mountain Resort
37 Corey Rd Hancock MA
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $199 total per night from Dec 10 to Dec 11
$199 total
Dec 10 - Dec 11
Total with taxes and fees
Ski-in/ski-out access, 2 restaurants, and 2 outdoor tennis courts are all featured at this smoke-free condo resort. Take advantage of ski lessons, ski rentals ...
8.2/10 Very Good! (986 reviews)
This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the ...
Reviewed on Oct 5, 2025
Econo Lodge Lee - Great Barrington
980 Pleasant Street Lee MA
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $70 total per night from Dec 21 to Dec 22
$70 total
Dec 21 - Dec 22
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 ...
6.2/10 (648 reviews)
Great place. , good staff
Reviewed on Nov 8, 2025
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.
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
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
$127 nightly
The price is $142 total per night from Dec 14 to Dec 15
$142 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (757 reviews)
Hotels with Childcare in The Berkshires
Devonfield Inn B&B
85 Stockbridge Rd. Lee MA
$349 nightly
The price is $390 total per night from Dec 9 to Dec 10
$390 total
Dec 9 - Dec 10
Total with taxes and fees
9.8/10 Exceptional! (134 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
Hotel Downstreet, an Ascend Collection Hotel
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"I don’t have a single complaint about this hotel! Everything was perfect! Staff was great, parking was easy, everything was clean! My family and I will definitely be staying here again in the future! "
A verified traveler stayed at Hotel Downstreet, an Ascend Collection Hotel
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