Book Kid-Friendly Hotels in Chesterton from $101

Name: Waterbird Lakeside Inn
Price range: $128 total

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Top Chesterton Kid Friendly Hotels

Hilton Garden Inn Chesterton

501 Gateway Boulevard Chesterton IN

Fully refundableReserve now, pay when you stay

$149 nightly

$167 total

Aug 20 - Aug 21

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, 24-hour business center, ...

8.8/10 Excellent! (1,010 reviews)

"Cleanliness"

Reviewed on Jul 26, 2026

Best Western Indian Oak

558 Indian Boundary Road Chesterton IN

Fully refundableReserve now, pay when you stay

$130 nightly

$146 total

Aug 17 - Aug 18

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Enjoy the sauna and perks like free self parking and free WiFi. A 24-hour business center, a lobby fireplace, ...

8.6/10 Excellent! (1,015 reviews)

"Nice view of the lake Chubb. Room was spacious."

Reviewed on Jul 27, 2026

Quality Inn Chesterton near Indiana Dunes National Park I-94

418 Council Road Chesterton IN

Fully refundable

$101 nightly

$113 total

Aug 26 - Aug 27

Total with taxes and fees

A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. ...

8/10 Very Good! (787 reviews)

"Close to Indiana dunes - staff were very helpful. Kudos to Joey!! He had recommendations for restaurants in the area."

Reviewed on Jul 26, 2026

Fairbridge Inn Express Chesterton

713 Plaza Dr. Chesterton IN

Fully refundableReserve now, pay when you stay

$90 nightly

$101 total

Aug 2 - Aug 3

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are ...

Waterbird Lakeside Inn

556 Indian Boundary Road Chesterton IN

Fully refundableReserve now, pay when you stay

$114 nightly

$128 total

Aug 9 - Aug 10

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-in, express check-out, and laundry facilities are also on ...

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 Chesterton

Hilton Garden Inn Chesterton

501 Gateway Boulevard Chesterton IN

$149 nightly

$167 total

Aug 20 - Aug 21

Total with taxes and fees

8.8/10 Excellent! (1,010 reviews)

Chesterton 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 Chesterton.

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 Chesterton 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 Chesterton 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!