Find Family Hotels in Chesterton, IN

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Pick from 5 Chesterton Family Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Best Western Indian Oak
Lobby
Best Western Indian Oak
2.5 star property
8.4 out of 10, Very Good, (1004)
"I killed a cockroach in my room. Reported to front desk. "
The price is NT$2,900
NT$3,248 total
includes taxes & fees
Dec 3 - Dec 4
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 NT$3,283
NT$3,677 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Garden Inn Chesterton
Quality Inn Chesterton near Indiana Dunes National Park I-94
Down comforters, desk, laptop workspace, blackout drapes
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 NT$2,305
NT$2,581 total
includes taxes & fees
Dec 15 - Dec 16
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 NT$2,665
NT$2,984 total
includes taxes & fees
Nov 24 - Nov 25
Fairbridge Inn Express Chesterton
Waterbird Lakeside Inn
2 Double Bed, 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 NT$2,632
NT$2,948 total
includes taxes & fees
Nov 24 - Nov 25
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.
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Frequently asked questions

What's Chesterton like for family-friendly vacations?
The relaxing destination of Chesterton is a great choice if you’ve been considering a vacation with the kids. The beaches, lake views, and coffee shops are just some of the things that make this an attractive family vacation spot. Take to the air and fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) from the city center.
What's the best place to stay for a family vacation 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 good choices for your kid-friendly vacation include Hilton Garden Inn Chesterton and Comfort Inn & Suites Porter near Indiana Dunes.
How many hotels that welcome families can I expect to find in Chesterton?
Expedia has 5 family-friendly hotels and other accommodations in Chesterton.
When's the best time to book a family-friendly vacation in Chesterton?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterton are January, December, November, and February, with each month seeing an average of 6 inches of snowfall.
What's there to see and do with your family in Chesterton?
While you are visiting Chesterton, you might want to round up the kiddos and make time to see interesting attractions such as Indiana Dunes Visitor Center and Indiana Dunes National Park. Make sure you have lots of time for activities like Lighthouse Place Premium Outlets and Washington Park Zoo.