A wooden staircase ascending a sandy hill with sparse vegetation.

Find Family Hotels in Chesterton, IN

  • 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
20 Sep - 21 Sep
Tomorrow
21 Sep - 22 Sep
Next weekend
25 Sep - 27 Sep
In two weeks
2 Oct - 4 Oct

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.
AED 323
AED 362 total
includes taxes & fees
21 Oct - 22 Oct
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.
AED 569
AED 638 total
includes taxes & fees
4 Oct - 5 Oct
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.
AED 286
AED 320 total
includes taxes & fees
21 Oct - 22 Oct
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.
AED 384
AED 430 total
includes taxes & fees
18 Oct - 19 Oct
Comfort Inn & Suites Porter near Indiana Dunes

5. The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Porter
AED 731
AED 926 total
includes taxes & fees
21 Sep - 22 Sep
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

6. The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
AED 441
AED 971 total
includes taxes & fees
22 Sep - 23 Sep
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

7. Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
Chesterton
AED 591
AED 1,625 total
includes taxes & fees
12 Oct - 13 Oct
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

8. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
Tower Haus w/Private Hot Tub

10. Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes

Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
Chesterton
AED 885
AED 2,402 total
includes taxes & fees
24 Sep - 25 Sep
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
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

Spring House Inn

Spring House Inn

10/10 Excellent
"Very cute."
Daniel 2-night trip
Posted 10 hours ago
Spring House Inn
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"The place is top notch i love it…"
Thichere 1-night trip
Posted 15 hours ago
Ameristar Casino Hotel East Chicago
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

10/10 Excellent
"room was clean except there was a beverage left in the frig and a pop tab on the floor, breakfast is OK, easy access from the interstate, property is clean also has some out sitting in the back of the building, right down the street from Lake Michigan"
LeAnne 1-night trip
Posted 1 day ago
Quality Inn Near Interstate I94
Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"Love this hotel! Staff is so friendly and helpful. I arrived at the hotel injured from a motorcycle accident that occurred on my way from NY to Colorado. The whole staff is so caring and kind. My room is lovely and comfortable. I am temporarily stranded due to the accident but so glad I chose this hotel to recuperate at."
Dina 1-night trip
Posted 1 day ago
Waterbird Lakeside Inn
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

10/10 Excellent
"Pleasant staff very clean room"
Ben 1-night trip
Posted 6 days ago
Comfort Inn & Suites Porter near Indiana Dunes
Fairbridge Inn Express Chesterton

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."
Chandan 2-night trip
Posted 9 days ago
Fairbridge Inn Express Chesterton

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.