Search Family-Friendly Hotels in Chesterton

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Chesterton Family-Friendly Hotels

Best Western Indian Oak
Lobby

Best Western Indian Oak

2.5 star property
8.4 out of 10, Very good, (1059)
"I killed a cockroach in my room. Reported to front desk. "
The price is ₹7,537
₹8,441 total
includes taxes & fees
1 Dec - 2 Dec
Best Western Indian Oak
Hilton Garden Inn Chesterton
Lobby

Hilton Garden Inn Chesterton

3.0 star property
8.8 out of 10, Excellent, (1032)
"."
The price is ₹12,132
₹13,588 total
includes taxes & fees
1 Dec - 2 Dec
Hilton Garden Inn Chesterton
Quality Inn Chesterton near Indiana Dunes National Park I-94
Down duvets, desk, laptop workspace, blackout curtains

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 star property
8.0 out of 10, Very good, (558)
"I stayed at this hotel with a large group of children and parents for a tournament. Surprisingly, this location was a hidden gem! Very tidy. Friendly and accommodating staff. Close to major highways, and convenient access to local chain restaurants.…I was even able to have my puppy there. If ever in Chesterton again, I wouldn’t hesitate to book a room."
The price is ₹5,990
₹6,708 total
includes taxes & fees
15 Dec - 16 Dec
Quality Inn Chesterton near Indiana Dunes National Park I-94
Fairbridge Inn Express Chesterton
Exterior

Fairbridge Inn Express Chesterton

2.0 star property
6.6 out of 10, (271)
". "
The price is ₹6,925
₹7,756 total
includes taxes & fees
26 Nov - 27 Nov
Fairbridge Inn Express Chesterton
Waterbird Lakeside Inn
Room, Lake View | Iron/ironing board, free WiFi, bed sheets

Waterbird Lakeside Inn

2.0 star property
8.0 out of 10, Very good, (782)
"The lake view was nice, area was peaceful. You can hear the trains and the interstate, and there were some small maintenance issues. Overall a relaxing stay with a comfortable bed."
The price is ₹6,840
₹7,661 total
includes taxes & fees
26 Nov - 27 Nov
Waterbird Lakeside Inn
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.
Don't see what you're looking for?
See all available properties in Chesterton
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

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 Hilton Garden Inn Chesterton and Comfort Inn & Suites Porter near Indiana Dunes.
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 Visitor Center and Indiana Dunes National Park. Make sure that you have lots of time for activities such as Lighthouse Place Premium Outlets and Washington Park Zoo.