The Best Family Hotels in Chesterton, IN from NT$2,520 in 2026

A wooden staircase ascending a sandy hill with sparse vegetation.

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 Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chesterton family-friendly hotels

A modern dining area with multiple tables and chairs, a kitchen area with blue cabinets, and a reception desk in the background.

A hotel room with two beds, a desk, a chair, and a large window.

A hotel room with a flat-screen TV, a mini-fridge, a microwave, a desk with a chair, and a large window with a view.

A bathroom with a toilet, sink, mirror, and shower curtain.

1. 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$2,950

NT$3,305 total

includes taxes & fees

Oct 11 - Oct 12

A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.

A bar area with a long counter, multiple shelves with bottles, and four bar stools.

A gym with treadmills, elliptical machines, and a dumbbell rack.

A hotel room with a dining area, a sofa, a TV, and a microwave.

2. Hilton Garden Inn Chesterton

Chesterton

Discover a waterside haven for family adventure with an indoor pool and easy access to Indiana Dunes parks.

NT$4,645

NT$5,202 total

includes taxes & fees

Sep 20 - Sep 21

A hotel lobby with a red carpet, a bookshelf with books, a potted plant, a table with chairs, a small table with a vase, and a door with a red mat.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A bathroom with a toilet, a shower, and a bathtub.

A laundry area with washers and dryers, a trash bin, a red rug, and a dining area with chairs and a table.

3. 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$2,871 total

includes taxes & fees

Oct 1 - Oct 2

A reception area with a counter, a vending machine, and a view of the outside through glass doors.

An indoor swimming pool with lounge chairs and a jacuzzi area.

A modern kitchen with a coffee station, a bread display, and a refrigerated display.

A hotel with a covered entrance, multiple windows, and a parking lot.

4. 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$3,627

NT$4,062 total

includes taxes & fees

Oct 4 - Oct 5

A two-story house with a stone chimney, a brick exterior, and a front porch with a bench.

A bedroom with a bed, a ceiling fan, a window with curtains, a nightstand, and a painting on the wall.

A hammock under a large tree surrounded by lush greenery.

A dining area with a wooden table set for six, surrounded by white chairs. There is a sofa and a piano in the background.

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

Chesterton

NT$9,398

NT$19,197 total

includes taxes & fees

Sep 27 - Sep 28

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

Hilton Garden Inn Chesterton

10/10 Excellent

"Location was perfect for our needs close to town. Staff was very friendly breakfasts were great."

Quality Inn Chesterton near Indiana Dunes National Park I-94

8/10 Good

"Good overall. Minimal continental breakfasst."

Ameristar Casino Hotel East Chicago

8/10 Good

"Everything was good except for the service during breakfast. The waiter took our order, came back about a half hour later and asked if we were ready to pay our bill. Never bought any food. We just left without eating."

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent

"We had a nice stay. Staff was very helpful and friendly. Shuttle to the casino was a nice addition."

Best Western Indian Oak

10/10 Excellent

"I had the best time ever. My service dog was with me and the staff was amazing with him being there I room was so clean. I loved my balcony. We did not want to leave it was amazing"

Quality Inn Near Interstate I94

8/10 Good

"Only about 8 channels available on the TV, felt like I was back in the 60’s"

Comfort Inn Hammond I-94

10/10 Excellent

"We enjoyed our 3-night stay. The hotel was extremely clean. Each time I left the room, someone was mopping and cleaning! The bed was so comfortable; I slept like I was at home! All the staff were friendly. I don't eat breakfast early, but the coffee was good! We would definitely stay there again."

Waterbird Lakeside Inn

10/10 Excellent

"The grandchildren loved fishing from hotel balcony. Was alot of fun"

Fairbridge Inn Express Chesterton

8/10 Good

"Decent rooms with all the basic amenities. Biggest advantage is its proximity to all the major tourist destinations and convenience stores nearby."

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 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 Visitor Center and Indiana Dunes National Park. Make sure you have lots of time for activities like Chesterton Art Center and Chicago Street Theatre.

Explore a world of travel with Expedia

Book Family Hotels in Chesterton on Expedia.com

Find Family Hotels in Chesterton, IN

Change your mind

Treat yourself

Be picky

Check availability on Chesterton Family Hotels

Our top choices for Chesterton family-friendly hotels

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

2. Hilton Garden Inn Chesterton

3. Fairbridge Inn Express Chesterton

4. Comfort Inn & Suites Porter near Indiana Dunes

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

Choose what matters most at family-friendly hotels in Chesterton

Top Chesterton Hotel Reviews

Hilton Garden Inn Chesterton

Quality Inn Chesterton near Indiana Dunes National Park I-94

Ameristar Casino Hotel East Chicago

Holiday Inn Express & Suites New Buffalo by IHG

Best Western Indian Oak

Quality Inn Near Interstate I94

Comfort Inn Hammond I-94

Waterbird Lakeside Inn

Fairbridge Inn Express Chesterton

Frequently asked questions

Explore a world of travel with Expedia