A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
3 Sep - 4 Sep
Tomorrow
4 Sep - 5 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Chesterton family-friendly hotels

Lobby
Standard Room, 1 King Bed, Non Smoking | Down comforters, desk, laptop workspace, blackout drapes
Standard Room, 1 King Bed, Accessible, Non Smoking (Accessible Tub) | Down comforters, desk, laptop workspace, blackout drapes
Lobby

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 327
AED 367 total
includes taxes & fees
4 Oct - 5 Oct
Quality Inn Chesterton near Indiana Dunes National Park I-94
Restaurant
Standard Room, 2 Double Beds | 1 bedroom, premium bedding, desk, iron/ironing board
Reception
Reception

2. 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 298
AED 333 total
includes taxes & fees
1 Oct - 2 Oct
Fairbridge Inn Express Chesterton
Lobby
Bar (on property)
Lobby
One king bed junior suite | Desk, laptop workspace, blackout drapes, soundproofing

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.
AED 569
AED 638 total
includes taxes & fees
13 Sep - 14 Sep
Hilton Garden Inn Chesterton
Smart TV, fireplace, books
3 bedrooms, desk, iron/ironing board, WiFi (free)
Interior
Coffee/tea maker, fridge, microwave, oven

4. 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 432
AED 1,430 total
includes taxes & fees
9 Sep - 10 Sep
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
Exterior
2 bedrooms, iron/ironing board, WiFi (free), bed sheets
Interior
Coffee/tea maker, fridge, microwave, oven

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

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
AED 459
AED 996 total
includes taxes & fees
30 Sep - 1 Oct
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Lobby
Exterior
Free daily continental breakfast
Desk, iron/ironing board, cribs (surcharge), rollaway beds (surcharge)

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.
AED 423
AED 473 total
includes taxes & fees
4 Oct - 5 Oct
Comfort Inn & Suites Porter near Indiana Dunes
Children's area
Property grounds
Outdoor pool, a heated pool
Property grounds

7. 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 930 total
includes taxes & fees
10 Sep - 11 Sep
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Beach
Shower, hair dryer, towels, soap
Coffee/tea maker, fridge, microwave, oven
3 bedrooms, desk, iron/ironing board, travel crib

8. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
AED 900
AED 1,608 total
includes taxes & fees
7 Sep - 8 Sep
Tower Haus w/Private Hot Tub
House (4 Bedrooms) | Front of property
House (4 Bedrooms) | Interior
House (4 Bedrooms) | Interior
House (4 Bedrooms) | Interior

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

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Chesterton
AED 1,091
AED 2,228 total
includes taxes & fees
27 Sep - 28 Sep
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Children's area
Beach nearby, sun loungers, beach towels
5 bedrooms, iron/ironing board, travel crib, WiFi (free)
Smart TV, video games, DVD player, foosball

10. 1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓

1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓
Porter
AED 1,855
AED 3,645 total
includes taxes & fees
8 Sep - 9 Sep
1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓
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

Best Western Indian Oak

Best Western Indian Oak

8/10 Good
"Good hot breakfast. Nice patio attached to the room for watching the sunset and listening to the night sounds."
Linda 1-night trip
Posted 13 hours ago
Best Western Indian Oak
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"Older but clean. Friendly staff!"
Karl 1-night trip
Posted 13 hours ago
Ameristar Casino Hotel East Chicago
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

10/10 Excellent
"No issues at all, except that the check-in process was a bit slow."
Elizabeth 1-night trip
Posted 16 hours ago
Quality Inn Near Interstate I94
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

10/10 Excellent
"Great start"
Lori 1-night trip
Posted 2 days ago
Quality Inn Chesterton near Indiana Dunes National Park I-94
Spring House Inn

Spring House Inn

10/10 Excellent
"The staff were great. The Continental Breakfast was very good. Our room was nice but needed updated for sure"
Mary 2-night trip
Posted 2 days ago
Spring House Inn

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 Quality Inn Chesterton near Indiana Dunes National Park I-94.
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 lots of time for activities like Chesterton Art Center and Chicago Street Theatre.