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Search Family-Friendly Hotels in Chesterton

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Check availability on Chesterton Family-Friendly Hotels

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Chesterton family-friendly hotels

Lobby
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1001)
"We loved staying here. "
United States
Linda
The price is ฿3,436
฿3,848 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Garden Inn Chesterton
Room, Lake View | Iron/ironing board, free WiFi, bed sheets
Waterbird Lakeside Inn

Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (990)
"Balcony was a nice extra. Room was clean and bed was comfortable. I’d stay here again if in the area"
United States
Jorge
Waterbird Lakeside Inn
Lobby
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
Chesterton
8.0 out of 10, Very good, (1003)
"Nice and close to the beach."
United States
Alison
The price is ฿2,935
฿3,287 total
includes taxes & fees
25 Jan - 26 Jan 2026
Comfort Inn & Suites Porter near Indiana Dunes
Free daily continental breakfast
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
2.5 star property
Chesterton
8.0 out of 10, Very good, (719)
"Good stay"
Canada
Taesung
The price is ฿2,380
฿2,665 total
includes taxes & fees
25 Jan - 26 Jan 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
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.
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Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Good value and clean room"
Oscar 1-night trip
Posted 8 days ago
Blue Chip Casino Hotel and Spa
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

10/10 Excellent
"Very clean room Staff friendly "
Jeff 1-night trip
Posted 3 weeks ago
Hilton Garden Inn Chesterton

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 Chicago Street Theatre.