Chesterton Hotel Guide - 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

Tonight
18 Apr - 19 Apr
Tomorrow
19 Apr - 20 Apr
Next weekend
24 Apr - 26 Apr
In two weeks
1 May - 3 May

Our top choices for Chesterton family-friendly hotels

Property grounds

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
Chesterton
9.0 out of 10, Wonderful, (10 reviews)
The price is €275
includes taxes & fees
20 Apr - 21 Apr
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
Smart TV, books

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Chesterton
9.8 out of 10, Exceptional, (66 reviews)
The price is €292
includes taxes & fees
19 Apr - 20 Apr
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Lobby

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Discover a waterside haven for family adventure with an indoor pool and easy access to Indiana Dunes parks.
The price is €121
includes taxes & fees
10 May - 11 May
Hilton Garden Inn 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 €90
includes taxes & fees
30 Apr - 1 May
Comfort Inn & Suites Porter near Indiana Dunes
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, (739 reviews)
  • cleanliness
    Experience family adventures near Indiana Dunes, where comfortable beds and nature trails create lasting memories.
The price is €80
includes taxes & fees
17 May - 18 May
Quality Inn Chesterton near Indiana Dunes National Park I-94
Beach

Dunes Retreat w/Private Hot Tub

Dunes Retreat w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (20 reviews)
Dunes Retreat w/Private Hot Tub
Games room

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
9.2 out of 10, Wonderful, (20 reviews)
The price is €444
includes taxes & fees
20 Apr - 21 Apr
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
Interior

NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!
Chesterton
8.0 out of 10, Very good, (9 reviews)
The price is €337
includes taxes & fees
19 May - 20 May
NEW! Beautiful Riverfront Home on 10 Acres!
Standard Room, 1 King Bed

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (346 reviews)
  • cleanliness
    Family-friendly lodging near Indiana Dunes offers premium TV, free parking, and refrigerators for convenient adventures.
The price is €70
includes taxes & fees
3 May - 4 May
Fairbridge Inn Express Chesterton
Children’s area

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
9.0 out of 10, Wonderful, (17 reviews)
The price is €216
includes taxes & fees
20 Apr - 21 Apr
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
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

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

10/10 Excellent
"Everything is perfect. Hotel is in the middle of everything. My getaway from home"
Marcos 1-night trip
Posted 8 hours ago
Quality Inn Near Interstate I94

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 Comfort Inn & Suites Porter near Indiana Dunes and Hilton Garden Inn Chesterton.
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 National Park and Indiana Dunes Visitor Center. Make sure that you have lots of time for activities such as Chesterton Art Center and Chicago Street Theatre.

Explore a world of travel with Expedia