A wooden staircase ascending a sandy hill with sparse vegetation.

Family friendly Hotels in Chesterton, Indiana

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesterton Family friendly Hotels

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9

Our top choices for Chesterton family-friendly hotels

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, (784 reviews)
  • cleanliness
    Experience family adventures near Indiana Dunes, where comfortable beds and nature trails create lasting memories.
The price is P6,003
P6,724 total
includes taxes & fees
Aug 26 - Aug 27
Quality Inn Chesterton near Indiana Dunes National Park I-94
Lobby

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Discover a waterside haven for family adventure with an indoor pool and easy access to Indiana Dunes parks.
The price is P9,230
P10,337 total
includes taxes & fees
Aug 20 - Aug 21
Hilton Garden Inn Chesterton
Restaurant

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (365 reviews)
  • cleanliness
    Family-friendly lodging near Indiana Dunes offers premium TV, free parking, and refrigerators for convenient adventures.
The price is P5,010
P5,611 total
includes taxes & fees
Aug 9 - Aug 10
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, (1,002 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 P7,015
P7,857 total
includes taxes & fees
Aug 19 - Aug 20
Comfort Inn & Suites Porter near Indiana Dunes
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
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
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.
View all properties

Choose what matters most at family-friendly hotels in Chesterton

Breakfast included
Pool

Top Chesterton Hotel Reviews

Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

8/10 Good
"The property is an older one. It looks like they are actively working on up grading it. The front desk attendant, we believe to be the owner, was very nice and helpful throughout our stay. The room was very, very clean. I was actually surprised because the hallway had a mildewy odd kind of smell. The carpet was pieced together. We did not smell it in the room. The air conditioning was good. I cannot comment on the breakfast because we went closer to the marina area to a coffee shop. The location was very close, but not walkable to the marina/beach area. I would stay there again."
Sharon 1-night trip
Posted less than an hour ago
Baymont by Wyndham New Buffalo

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?
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 good choices for your kid-friendly vacation include Best Western Indian Oak 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.

Explore a world of travel with Expedia