A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
1 Sep - 2 Sep
Tomorrow
2 Sep - 3 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

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 339
AED 379 total
includes taxes & fees
30 Sep - 1 Oct
Quality Inn Chesterton near Indiana Dunes National Park I-94

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

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 521
AED 584 total
includes taxes & fees
7 Sep - 8 Sep
Hilton Garden Inn Chesterton

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 401
AED 1,403 total
includes taxes & fees
2 Sep - 3 Sep
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | 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 934 total
includes taxes & fees
2 Sep - 3 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 983 total
includes taxes & fees
22 Sep - 23 Sep
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

7. 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 429
AED 481 total
includes taxes & fees
22 Sep - 23 Sep
Comfort Inn & Suites Porter near Indiana Dunes

8. 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

9. 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 3,641 total
includes taxes & fees
8 Sep - 9 Sep
1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓

10. 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.
AED 559
AED 626 total
includes taxes & fees
8 Sep - 9 Sep
Country Inn & Suites by Radisson, Portage, IN
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

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Sorry the pool and spa were undergoing renovation."
Chris 1-night trip
Posted 2 hours ago
Blue Chip Casino Hotel and Spa
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 8 hours ago
Spring House Inn
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

8/10 Good
"Quality Inn Chesterton is ideally located for a visit to Indiana Dunes. The hotel is less than 5 minutes from the Indiana Dines visitor center and 15 minutes from West Beach. What really stood out during my 2 night stay was the friendly and helpful staff."
Philip 3-night trip
Posted 17 hours ago
Quality Inn Chesterton near Indiana Dunes National Park I-94
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

8/10 Good
"This website is bogus. I click on three stars and it registers 4 stars. Motel was OK. There were a couple of annoying problems. Bathroom drain was slow to drain. AC was very loud. Breakfast was Good!"
Jim 1-night trip
Posted 2 days ago
Quality Inn Near Interstate I94

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.