A wooden staircase ascending a sandy hill with sparse vegetation.

Find Kid Friendly Hotels in Chesterton from S$75

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Check availability on Chesterton Family friendly Hotels

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Chesterton family-friendly hotels

1. Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
Chesterton
  • Experience family adventures near Indiana Dunes, where comfortable beds and nature trails create lasting memories.
S$131
includes taxes & fees
24 Sept - 25 Sept
Quality Inn Chesterton near Indiana Dunes National Park I-94

2. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
  • Discover a waterside haven for family adventure with an indoor pool and easy access to Indiana Dunes parks.
S$219
includes taxes & fees
20 Sept - 21 Sept
Hilton Garden Inn Chesterton

3. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
Chesterton
  • Family-friendly lodging near Indiana Dunes offers premium TV, free parking, and refrigerators for convenient adventures.
S$128
includes taxes & fees
8 Sept - 9 Sept
Fairbridge Inn Express Chesterton

4. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
  • Family-friendly fun steps from Indiana Dunes National Park, with an indoor pool, hot tub, and complimentary breakfast for all.
S$166
includes taxes & fees
14 Sept - 15 Sept
Comfort Inn & Suites Porter near Indiana Dunes
View all properties

Choose what matters most at family-friendly hotels in Chesterton

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Chesterton Hotel Reviews

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

8/10 Good
"The employees there were very nice..the continental breakfast was good...my only complaint the hallway, on the 2nd floor, was freezing! The AC was turned up too high"
Peggy 3-night trip
Posted 2 hours ago
Quality Inn Near Interstate I94
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Great stay"
Seborah 1-night trip
Posted 1 day ago
Blue Chip Casino Hotel and Spa
Spring House Inn

Spring House Inn

10/10 Excellent
"Once again great value, I'll be going back next time I'm in the area."
Russ 1-night trip
Posted 2 days ago
Spring House Inn
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"Clean room, great staff.."
anyae 2-night trip
Posted 2 days ago
Ameristar Casino Hotel East Chicago
Best Western Indian Oak

Best Western Indian Oak

10/10 Excellent
"Excellent view of the lake."
Amy 1-night trip
Posted 2 days ago
Best Western Indian Oak
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

8/10 Good
"The property was fantastic. Clean, fresh and the breakfast was great! The staff was great as well. everything was wonderful, except for one small detail...the most important for a hotel...the bed....That was awful. My spouse and I both woke up with extremely sore backs after trying to sleep on the mattress. Thankfully we were able to book a massage that next day to help alleviate our sore backs."
Jason 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites New Buffalo by IHG
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

8/10 Good
"."
Bishow 2-night trip
Posted 3 days ago
Comfort Inn & Suites Porter near Indiana Dunes

Frequently asked questions

What's Chesterton like for family-friendly holidays?
The relaxing destination of Chesterton is a great choice if you've been considering a holiday with the children. The beaches, lake views and coffee shops are just some of the things that make this an attractive spot for a family holiday. Take to the air and fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) from the city centre.
What's the best family accommodation in Chesterton?
Best Western Indian Oak is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other choices for your family trip include Comfort Inn & Suites Porter near Indiana Dunes and Quality Inn Chesterton near Indiana Dunes National Park I-94.
How many hotels that welcome families will I find in Chesterton?
Expedia has 5 family-friendly hotels and other accommodation options in Chesterton.
When's the best time to book a family-friendly holiday in Chesterton?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chesterton are January, December, November and February, with each month seeing an average of 15 cm of snowfall.
What's there to see and do with your family in Chesterton?
While you are visiting Chesterton, you may want to round up the youngsters and make time to see interesting attractions such as Indiana Dunes National Park and Indiana Dunes Visitor Center. Make sure that you have lots of time for activities such as Chesterton Art Center and Chicago Street Theatre.

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