Book Kid-Friendly Hotels in The Berkshires from $85

Find & compare hotels, resorts and vacation rentals for the whole family

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top The Berkshires Kid Friendly Hotels

Hotel On North

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 Jun 14 to Jun 15
$200 total
Jun 14 - Jun 15
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! (864 reviews)
"Hotels Amazing stay here"

Reviewed on May 29, 2026

Opens in a new windowHotel On North
Williamstown Motel

Williamstown Motel

295 Main Street Williamstown MA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $99 total per night from Jun 15 to Jun 16
$99 total
Jun 15 - Jun 16
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! (324 reviews)
"Lovely old-fashioned motel, very clean, extremely friendly and helpful owner. Reasonably priced and well-located for a visit to Williamstown and Mass MOCA."

Reviewed on Jun 10, 2026

Opens in a new windowWilliamstown Motel
Cozy Corner Motel
Great for families

Cozy Corner Motel

284 Sand Springs Rd. Rte 7 Williamstown MA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Jun 18 to Jun 19
$100 total
Jun 18 - Jun 19
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! (913 reviews)

Families like: Lazy river, playground, skiing nearby, free breakfast for the whole family

Travelers say...
"From check-in to check-out everything for the stay was excellent. Kind and helpful staff, a very clean, bright and comfortable room with all amenities, and even a complimentary breakfast made this a 5-star winner!"

Reviewed on Jun 11, 2026

Opens in a new windowCozy Corner Motel
Vacation Village in the Berkshires
Great for families

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $152 total per night from Jun 14 to Jun 15
$152 total
Jun 14 - Jun 15
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! (2,392 reviews)

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

Travelers say...
"This is a big beautful modern condo complex about 20 mins outside Wiilamstown (to the north) or Pittsfield (to the south). Huge swimming pools - one indoors, one out. Beautiful views of the Berkshires. Quiet rural environment. I could hear the frogs singing and the cricketa chirp at night. Excellent ..."

Reviewed on Jun 8, 2026

Opens in a new windowVacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA
Fully refundable
$163 nightly
The price is $182 total per night from Jun 14 to Jun 15
$182 total
Jun 14 - Jun 15
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! (1,009 reviews)
"Clean simple, functional, nice all day coffee tea station"

Reviewed on Jun 8, 2026

Opens in a new windowHotel Downstreet, an Ascend Collection Hotel
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

37 Corey Rd Hancock MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $160 total per night from Jun 14 to Jun 15
$160 total
Jun 14 - Jun 15
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 ...
8.2/10 Very Good! (994 reviews)
"The property had a village square with a mountain coaster, alpine slide, giant swing and other family activities."

Reviewed on May 23, 2026

Opens in a new windowJiminy Peak Mountain Resort
Lantern House Motel

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

Opens in a new windowLantern House Motel
Econo Lodge Lee - Great Barrington

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 Jun 25 to Jun 26
$85 total
Jun 25 - Jun 26
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 (666 reviews)
"all good"

Reviewed on Jun 5, 2026

Opens in a new windowEcono Lodge Lee - Great Barrington
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

Hotels with Childcare in The Berkshires

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!

Package deals, things to do & more in The Berkshires


Recent The Berkshires Hotel Reviews By Fellow Wanderers

Explore More Ways to Travel with Travelocity