A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Our top choices for Chesterton family-friendly hotels

Lobby

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Discover a waterside haven for family adventure with an indoor pool and easy access to Indiana Dunes parks.
The price is AED 588
AED 658 total
includes taxes & fees
10 Aug - 11 Aug
Hilton Garden Inn Chesterton
Lobby

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, (781 reviews)
  • cleanliness
    Experience family adventures near Indiana Dunes, where comfortable beds and nature trails create lasting memories.
The price is AED 372
AED 417 total
includes taxes & fees
17 Aug - 18 Aug
Quality Inn Chesterton near Indiana Dunes National Park I-94
Restaurant

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (363 reviews)
  • cleanliness
    Family-friendly lodging near Indiana Dunes offers premium TV, free parking, and refrigerators for convenient adventures.
The price is AED 298
AED 333 total
includes taxes & fees
5 Aug - 6 Aug
Fairbridge Inn Express Chesterton
Lobby

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, (1,000 reviews)
  • cleanliness
    Family-friendly fun steps from Indiana Dunes National Park, with an indoor pool, hot tub, and complimentary breakfast for all.
The price is AED 417
AED 467 total
includes taxes & fees
18 Aug - 19 Aug
Comfort Inn & Suites Porter near Indiana Dunes
House (4 Bedrooms) | Front of property

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

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
3.0 star property
Chesterton
The price is AED 1,091
AED 2,228 total
includes taxes & fees
5 Aug - 6 Aug
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
WiFi (free)

Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
3.0 star property
Michigan City
10.0 out of 10, Exceptional, (9 reviews)
The price is AED 634
AED 710 total
includes taxes & fees
12 Aug - 13 Aug
Home2 Suites by Hilton Michigan City
Indoor pool

Country Inn & Suites by Radisson, Portage, IN

Country Inn & Suites by Radisson, Portage, IN
3.0 star property
Portage
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Family-friendly hotel brings smiles to children's faces with an indoor pool, playground, and game room near Indiana Dunes National Park.
The price is AED 559
AED 626 total
includes taxes & fees
3 Aug - 4 Aug
Country Inn & Suites by Radisson, Portage, IN
Lobby

Econo Lodge Portage

Econo Lodge Portage
2.0 star property
Portage
6.4 out of 10, (276 reviews)
The price is AED 215
AED 241 total
includes taxes & fees
12 Aug - 13 Aug
Econo Lodge Portage
Lobby

Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
2.5 star property
Valparaiso
8.0 out of 10, Very Good, (1,005 reviews)
  • cleanliness
    Experience family-friendly magic at this Valparaiso hotel with free activities, cribs, and premium TV channels for all ages.
The price is AED 477
AED 535 total
includes taxes & fees
28 Jul - 29 Jul
Best Western University Inn At Valparaiso
Exterior

Country Inn & Suites by Radisson, Michigan City, IN

Country Inn & Suites by Radisson, Michigan City, IN
3.0 star property
Michigan City
8.2 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Family-friendly adventure awaits at this inviting Michigan City hotel, with an indoor pool, hot tub, and easy access to beach fun.
The price is AED 523
AED 586 total
includes taxes & fees
16 Aug - 17 Aug
Country Inn & Suites by Radisson, Michigan City, IN
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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Choose what matters most at family-friendly hotels in Chesterton

Breakfast included
Pool

Top Chesterton Hotel Reviews

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

8/10 Good
"Everything was good, but some of the front desk staff was rude."
Marquis 1-night trip
Posted less than an hour ago
Ameristar Casino Hotel East Chicago

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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 Quality Inn Chesterton near Indiana Dunes National Park I-94 and Hilton Garden Inn Chesterton.
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 National Park and Indiana Dunes Visitor Center. Make sure you have plenty of time to take in the area's activities like Lake Michigan and Indiana Dunes State Park.