A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
Sep 6 - Sep 7
Tomorrow
Sep 7 - Sep 8
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Chesterton family-friendly hotels

1. Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
Chesterton
  • Experience family adventures near Indiana Dunes, where comfortable beds and nature trails create lasting memories.
NT$2,888
NT$3,235 total
includes taxes & fees
Oct 8 - Oct 9
Quality Inn Chesterton near Indiana Dunes National Park I-94

2. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
  • Discover a waterside haven for family adventure with an indoor pool and easy access to Indiana Dunes parks.
NT$4,904
NT$5,492 total
includes taxes & fees
Sep 13 - Sep 14
Hilton Garden Inn Chesterton

3. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
Chesterton
  • Family-friendly lodging near Indiana Dunes offers premium TV, free parking, and refrigerators for convenient adventures.
NT$2,563
NT$2,870 total
includes taxes & fees
Oct 1 - Oct 2
Fairbridge Inn Express Chesterton

4. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
  • Family-friendly fun steps from Indiana Dunes National Park, with an indoor pool, hot tub, and complimentary breakfast for all.
NT$3,656
NT$4,095 total
includes taxes & fees
Oct 7 - Oct 8
Comfort Inn & Suites Porter near Indiana Dunes

5. Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Chesterton
NT$9,397
NT$19,195 total
includes taxes & fees
Sep 27 - Sep 28
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
View all properties

Choose what matters most at family-friendly hotels in Chesterton

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Chesterton Hotel Reviews

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"Room was clean, staff was helpful for most part, asked for clean towels (bath towels and face towels) was told housekeeping would not be in until 9:30. At 10:00 was given 3 face towels and 3 bath mats, didn't notice until later when I was getting ready to use them..."
Patricia 2-night trip
Posted 1 hour ago
Ameristar Casino Hotel East Chicago
Comfort Inn Hammond I-94

Comfort Inn Hammond I-94

8/10 Good
"It was nice"
Chante 2-night trip
Posted 7 hours ago
Comfort Inn Hammond I-94
Spring House Inn

Spring House Inn

10/10 Excellent
"Location so close to Indiana Dunes was perfect. Breakfast didn’t look as well displayed as some hotels but quality was good - some things eg apples, yoghurt and milk hiding in fridge. Pastries were good quality."
Antonia 1-night trip
Posted 13 hours ago
Spring House Inn
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

10/10 Excellent
"Very helpful staff with a thermostat in the room that kept me cool & comfortable throughout the night. Pretty decent bang for your buck here."
Parrish 1-night trip
Posted 1 day ago
Fairbridge Inn Express Chesterton
Waterbird Lakeside Inn

Waterbird Lakeside Inn

8/10 Good
"Hotel very convenient to the Dunes State Park and downtown Chesterton. Amenities are somewhat minimalistic, I.e., small soap bars, aged towels, etc. Property also looking a bit aged"
Brian 1-night trip
Posted 1 day ago
Waterbird Lakeside Inn
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"Great experience, very very helpful staff"
Kerrie 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites New Buffalo by IHG
Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

10/10 Excellent
"Friendly staff"
Tiara 4-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Michigan City
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

10/10 Excellent
"Great start"
Lori 1-night trip
Posted 5 days ago
Quality Inn Chesterton near Indiana Dunes National Park I-94

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 Comfort Inn & Suites Porter near Indiana Dunes and Quality Inn Chesterton near Indiana Dunes National Park I-94.
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 Chesterton Art Center and Chicago Street Theatre.

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