A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

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 334
AED 374 total
includes taxes & fees
20 Sep - 21 Sep
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 554
AED 621 total
includes taxes & fees
20 Sep - 21 Sep
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 331
AED 370 total
includes taxes & fees
6 Sep - 7 Sep
Fairbridge Inn Express Chesterton

4. 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 938 total
includes taxes & fees
23 Aug - 24 Aug
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

5. 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 419
AED 469 total
includes taxes & fees
20 Sep - 21 Sep
Comfort Inn & Suites Porter near Indiana Dunes

6. 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 440
AED 1,452 total
includes taxes & fees
3 Sep - 4 Sep
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

7. 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
15 Sep - 16 Sep
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

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
3 Sep - 4 Sep
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park

9. 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 916
AED 2,441 total
includes taxes & fees
26 Aug - 27 Aug
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes

10. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
AED 992
AED 1,740 total
includes taxes & fees
23 Aug - 24 Aug
Tower Haus w/Private Hot Tub
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
"Spring House Inn is definitely somewhere that my family will stay again. It was clean, the staff was friendly, breakfast was good and we loved that we had a balcony, even on the ground floor! It has a nice pool with a whirlpool and sauna. It is an older building, but is well kept. There are plenty of nice places around the building to sit outside and enjoy the weather. Inside has many places to sit and enjoy as well. I loved the decor - all of the antique items on display. The fact that it is close to the Dunes and several places to eat is a plus! We live in a nearby city, but needed a place to get away to when our power went out in the big storm that hit NW Indiana. We are so glad we chose Spring House Inn!"
Lori 1-night trip
Posted 1 hour ago
Spring House Inn
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

8/10 Good
"Room was large with a coffee maker and A microwave. Handy if you have food. Overall nice accommodations but a little outdated. Breakfast selections were terrific. Fresh made coffee machine delivered hot and very tasty coffee."
Rick 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites New Buffalo by IHG
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Place was awesome and loved the live entertainment in the casino on both Friday and Saturday evening. Will definitely stay there again."
Dawn 2-night trip
Posted 4 hours ago
Blue Chip Casino Hotel and Spa
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

10/10 Excellent
"Very nice hotel and clean"
Roselia 1-night trip
Posted 12 hours ago
Quality Inn Chesterton near Indiana Dunes National Park I-94
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

8/10 Good
"The room was nice and big. The bathroom was nice but should have been cleaned better. Staff were great."
LeRoy 2-night trip
Posted 18 hours ago
Ameristar Casino Hotel East Chicago

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 National Park and Indiana Dunes Visitor Center. Make sure you have plenty of time to take in the area's activities like Indiana Dunes State Park and Lake Michigan.