Find Kid Friendly Hotels in Chesterton from S$129

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chesterton Family friendly Hotels

Tonight
22 Jul - 23 Jul
Tomorrow
23 Jul - 24 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Family friendly Hotels in Chesterton

Best Western Indian Oak
Lobby

Best Western Indian Oak

2.5 star property
8.6 out of 10, Excellent, (1005)
"Worked well for our
family
"
Lane
The price is S$158
includes taxes & fees
13 Aug - 14 Aug
Best Western Indian Oak
Hilton Garden Inn Chesterton
Lobby

Hilton Garden Inn Chesterton

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great
family
place to stay"
Dana
The price is S$179
includes taxes & fees
17 Aug - 18 Aug
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, (645)
"Front desk staff was amazing. Friendly and helpful"
Lori
The price is S$133
includes taxes & fees
20 Aug - 21 Aug
Quality Inn Chesterton near Indiana Dunes National Park I-94
Fairbridge Inn Express Chesterton
Exterior

Fairbridge Inn Express Chesterton

2.0 star property
6.8 out of 10, (314)
"A bit hard to find due to no sign on building. Staff was helpful and friendly. Room was spacious. Close to Dunes National Park. Short walk to wonderful Mexican Restaurant with outdoor dining. Would definitely stay here again if in the area. "
Carol
The price is S$129
includes taxes & fees
23 Jul - 24 Jul
Fairbridge Inn Express Chesterton
Waterbird Lakeside Inn
Iron/ironing board, free WiFi, bed sheets

Waterbird Lakeside Inn

2.0 star property
8.0 out of 10, Very good, (884)
"The room was very clean and the ved was extremely comfortable. I loved the view of the lake and the balcony was just big enough for me to do yoga in the morning. Some of the interior could use some replacements and renovations, but it was comfortable and affordable. "
Tammie
The price is S$172
includes taxes & fees
4 Aug - 5 Aug
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.

Top Chesterton Hotel Reviews

Baymont by Wyndham Michigan City

Baymont by Wyndham Michigan City

10/10 Excellent
"The property is right in the middle of everything which is so convenient!! Me and my youngest daughter stayed for 4 days and really enjoyed it! We went shopping, ate at a few of the local restaurants, rode the train to Chicago, and went to the beach! It is an older hotel so there's no elevator so keep that in mind if you decide to stay here, staff was great and the place was clean!! We will be back!! "
Lynn 4-night trip
Posted 1 day ago
Baymont by Wyndham Michigan City

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?
Hilton Garden Inn Chesterton is a hotel with an indoor pool and a restaurant, 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 Best Western Indian Oak.
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 Lighthouse Place Premium Outlets.