A wooden staircase ascending a sandy hill with sparse vegetation.

Kid Friendly Hotels in Chesterton

  • 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

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Chesterton family-friendly hotels

1. Best Western Indian Oak

Best Western Indian Oak
Chesterton
  • Family adventure resort with indoor pool, sauna, and perfect location for exploring scenic Indiana dunes state parks.
RM347
RM389 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Indian Oak

2. Spring House Inn

Spring House Inn
Chesterton
RM303
RM360 total
includes taxes & fees
1 Nov - 2 Nov
Spring House Inn

3. 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.
RM546
RM612 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Chesterton

4. 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.
RM353
RM395 total
includes taxes & fees
5 Nov - 6 Nov
Quality Inn Chesterton near Indiana Dunes National Park I-94

5. Waterbird Lakeside Inn

Waterbird Lakeside Inn
Chesterton
  • Family-friendly lakeside inn offers bird watching, clean rooms, and quick access to Indiana Dunes parks.
RM384
RM430 total
includes taxes & fees
26 Oct - 27 Oct
Waterbird Lakeside Inn

6. 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.
RM350
RM392 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Porter near Indiana Dunes

7. Furness Mansion

Furness Mansion
Chesterton
RM542
RM607 total
includes taxes & fees
8 Oct - 9 Oct
Furness Mansion

8. 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.
RM331
RM371 total
includes taxes & fees
21 Oct - 22 Oct
Fairbridge Inn Express Chesterton

9. Country Inn & Suites by Radisson, Portage, IN

Country Inn & Suites by Radisson, Portage, IN
Portage
  • Family-friendly hotel brings smiles to children's faces with an indoor pool, playground, and game room near Indiana Dunes National Park.
RM604
RM677 total
includes taxes & fees
14 Oct - 15 Oct
Country Inn & Suites by Radisson, Portage, IN

10. Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
Michigan City
RM546
RM612 total
includes taxes & fees
2 Nov - 3 Nov
Home2 Suites by Hilton Michigan City
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

Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"Extremely nice staff. Most comfortable bed. Breakfast was several steps above most hotels. Different items each day, and warm cinnamon rolls. We used the guest laundry too, which was super convenient. Will definitely stay again!"
Michele 3-night trip
Posted 1 day ago
Holiday Inn Express & Suites New Buffalo by IHG
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

8/10 Good
"Good one night stay. Nice to have breakfast there before we headed out."
Julie Van 1-night trip
Posted 1 day ago
Comfort Inn & Suites Porter near Indiana Dunes
Spring House Inn

Spring House Inn

10/10 Excellent
"Secluded clean place. Dark parking lot, but best to have "lights out" during current ongoing fall bird migration."
rod 1-night trip
Posted 1 day ago
Spring House Inn
Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

10/10 Excellent
"We were very impressed with this hotel. My mom said this was the best hotel that she had stayed at in years. She was really impressed with how brightly lit the room was. There were full size mirrors behind the beds with full length lights behind the beds. They were also recess can lights throughout the room. It smelled clean and fresh. It was absolutely perfect. We would love to stay there again. The breakfast was amazing! Delicious hot eggs, biscuits, gravy, bagels with cream cheese, orange juice and much more. A nice indoor pool. The manager was extremely helpful and friendly. Great place very well maintained!"
Justin 1-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Michigan City
Fairfield Inn and Suites By Marriott Merrillville

Fairfield Inn and Suites By Marriott Merrillville

10/10 Excellent
"Great experience i had in a long time"
Steve 2-night trip
Posted 2 days ago
Fairfield Inn and Suites By Marriott Merrillville
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

10/10 Excellent
"Very nice for the price.."
James 1-night trip
Posted 8 days ago
Fairbridge Inn Express Chesterton
Waterbird Lakeside Inn

Waterbird Lakeside Inn

8/10 Good
"The room was clean and very comfortable!! And the view was the best!"
Barry 2-night trip
Posted 8 days ago
Waterbird Lakeside Inn

Frequently asked questions

What's Chesterton like for family-friendly holidays?
The relaxing destination of Chesterton is a great choice if you've been considering a holiday with the children. The beaches, lake views and coffee shops are just some of the things that make this an attractive spot for a family holiday. Take to the air and fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) from the city centre.
What's the best family accommodation 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 choices for your family trip include Hilton Garden Inn Chesterton and Quality Inn Chesterton near Indiana Dunes National Park I-94.
How many hotels that welcome families will I find in Chesterton?
Expedia has 5 family-friendly hotels and other accommodation options in Chesterton.
When's the best time to book a family-friendly holiday in Chesterton?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chesterton are January, December, November and February, with each month seeing an average of 15 cm of snowfall.
What's there to see and do with your family in Chesterton?
While you are visiting Chesterton, you may want to round up the youngsters and make time to see interesting attractions such as Indiana Dunes Visitor Center and Indiana Dunes National Park. Make sure that you have lots of time for activities such as Chesterton Art Center and Port of Indiana-Burns Harbor.

Explore a world of travel with Expedia