Book Kid-Friendly Hotels in Chesterton from $92

Name: Fairbridge Inn Express Chesterton
Price range: $92 total
Rating: 6.8

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

Top Chesterton Kid Friendly Hotels

Hilton Garden Inn Chesterton

501 Gateway Boulevard Chesterton IN

Fully refundableReserve now, pay when you stay

$129 nightly

$144 total

Jun 7 - Jun 8

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! (1,001 reviews)

"Clean, affordable, good location, quiet."

Reviewed on May 25, 2026

Best Western Indian Oak

558 Indian Boundary Road Chesterton IN

Fully refundableReserve now, pay when you stay

$110 nightly

$124 total

Jun 2 - Jun 3

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! (1,013 reviews)

"This hotel was wonderful! Close proximity to Indiana Dunes and easy access to Chicago from the Southshore Line train station. Very beautiful lake. We enjoyed the balcony and kids enjoyed the pool. Definitely recommend!"

Reviewed on May 27, 2026

Waterbird Lakeside Inn

556 Indian Boundary Road Chesterton IN

Fully refundableReserve now, pay when you stay

$92 nightly

$103 total

May 28 - May 29

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 ...

8.2/10 Very Good! (1,004 reviews)

"Had trouble with the jetted tub. Only worked for like ten minutes before it shut off. Water needed to be filled to the rim to work. The table wasn’t attached to its legs and the chairs one the balcony were cheap plastic and there were spiderwebs in the doorway to the deck."

Reviewed on May 24, 2026

Quality Inn Chesterton near Indiana Dunes National Park I-94

418 Council Road Chesterton IN

Fully refundable

$96 nightly

$107 total

Jun 7 - Jun 8

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! (750 reviews)

"For the price and area, you just can’t beat it. Clean rooms, super nice folks working the front desk. I recommend this location."

Reviewed on May 17, 2026

Fairbridge Inn Express Chesterton

713 Plaza Dr. Chesterton IN

Fully refundableReserve now, pay when you stay

$82 nightly

$92 total

May 28 - May 29

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 ...

6.8/10 (352 reviews)

"Staff was very friendly but the room was not clean at all …"

Reviewed on May 25, 2026

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

$129 nightly

$144 total

Jun 7 - Jun 8

Total with taxes and fees

8.8/10 Excellent! (1,001 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!

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Recent Chesterton Hotel Reviews By Fellow Wanderers

Best Western Indian Oak

5 out of 5

Posted less than an hour ago

Travelocity Verified Review

"This hotel was wonderful! Close proximity to Indiana Dunes and easy access to Chicago from the Southshore Line train station. Very beautiful lake. We enjoyed the balcony and kids enjoyed the pool. Definitely recommend!"

A verified traveler stayed at Best Western Indian Oak

Spring House Inn

5 out of 5

Posted 9 hours ago

Travelocity Verified Review

"We came to the area to explore Indiana Dunes national and state parks, and this hotel is very conveniently located. (It is also very near the Dune Park train station, which we used to hop on the South Shore Line to Chicago one morning to visit the Shedd Aquarium and Field Museum. Yay for not having to drive and park in Chicago traffic!) The rooms do show their age a bit, but we just thought that gave it character. Most importantly, it was very clean and comfortable. Our balcony faced into the wooded part of the property and we saw birds, squirrels, and chipmunks every day of the visit. It was extremely quiet and peaceful, though I expect things get a bit livelier when the summer tourist season gets into full swing. The staff were extremely kind and helpful. The free breakfast was basic but tasty, with a nice variety of cereals and pastries, and there was both regular and chocolate batter available for the waffle maker each morning. Would absolutely stay here again next time we're in the area!"

A verified traveler stayed at Spring House Inn

Blue Chip Casino Hotel and Spa

5 out of 5

Posted 9 hours ago

Travelocity Verified Review

"We were there for just a quick overnight. The self check in did not work and it took a minute to get a real person at the desk. The pool and spa were out of order but we did not plan to use them. We did not visit the casino while we were there. This is a good place for a reasonable overnight that is away from the main drag and other chain hotels."

A verified traveler stayed at Blue Chip Casino Hotel and Spa

Waterbird Lakeside Inn

2 out of 5

Posted 2 days ago

Travelocity Verified Review

"Had trouble with the jetted tub. Only worked for like ten minutes before it shut off. Water needed to be filled to the rim to work. The table wasn’t attached to its legs and the chairs one the balcony were cheap plastic and there were spiderwebs in the doorway to the deck."

A verified traveler stayed at Waterbird Lakeside Inn

Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond

3 out of 5

Posted 2 days ago

Travelocity Verified Review

"It was quiet, but the queen bed we booked was actually a full and the bedding was much too heavy for the weather (May), and the pillows were the flattest, pokiest down I’ve laid my head upon. Otherwise the stay was fine. Not a rant or a rave. Just what we expect for the great price."

A verified traveler stayed at Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond