10 Best Family Friendly Hotels in Chesterton for 2026

Lake Michigan. Path off Trail 9 at one place leads right to the lake. Peaceful to just stand and watch and listen to the waves as they crash to the shore. Trail 9 is the trail to hike if one wants to see the most in the shortest time. Great views throughout the trail. The trail is over 3 miles long and is considered a moderate trail. But certainly worth it. One gets to hike through forest, dunes, and other natural environments and see such a variety of sights.
#hiking

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Check availability on Chesterton Family friendly Hotels

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Our top choices for Chesterton family-friendly hotels

Desk, iron/ironing board, cots/infant beds, rollaway beds

Comfort Inn & Suites Porter near Indiana Dunes

Chesterton

Alison

RM349 total

includes taxes & fees

1 Mar - 2 Mar

Quality Inn Chesterton near Indiana Dunes National Park I-94

Chesterton

Rachel

RM367 total

includes taxes & fees

26 Mar - 27 Mar

Hilton Garden Inn Chesterton

Chesterton

Tim

RM448 total

includes taxes & fees

8 Mar - 9 Mar

1 bedroom, premium bedding, desk, iron/ironing board

Fairbridge Inn Express Chesterton

Chesterton

Jessica

RM357 total

includes taxes & fees

25 Feb - 26 Feb

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Choose what matters most at family-friendly hotels in Chesterton

Breakfast included

Pool

Top Chesterton Hotel Reviews

Best Western Indian Oak

10/10 Excellent

"Clean rooms but hotel getting ready for renovation. Loud noises at 8 am."

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?

Comfort Inn & Suites Porter near Indiana Dunes 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 Best Western Indian Oak and Hilton Garden Inn Chesterton.

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 Chesterton Art Center and Memorial Opera House.

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Our top choices for Chesterton family-friendly hotels

Comfort Inn & Suites Porter near Indiana Dunes