A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Chesterton family-friendly hotels

Lobby
Standard Room, 2 Queen Beds, Non Smoking | Down comforters, desk, laptop workspace, blackout drapes
Lobby
Standard Room, 1 King Bed, Non Smoking | Down comforters, desk, laptop workspace, blackout drapes

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 338
AED 378 total
includes taxes & fees
24 Sep - 25 Sep
Quality Inn Chesterton near Indiana Dunes National Park I-94
Lobby
Lobby
Fitness facility
Bar (on property)

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 571
AED 640 total
includes taxes & fees
21 Sep - 22 Sep
Hilton Garden Inn Chesterton
Restaurant
Towels
Reception
Standard Room, 2 Double Beds | 1 bedroom, premium bedding, desk, iron/ironing board

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
8 Sep - 9 Sep
Fairbridge Inn Express Chesterton
Children's area
Property grounds
Beach nearby
Outdoor pool, a heated pool

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
27 Aug - 28 Aug
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Lobby
Desk, iron/ironing board, cribs (surcharge), rollaway beds (surcharge)
Free daily continental breakfast
Exterior

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 429
AED 480 total
includes taxes & fees
15 Sep - 16 Sep
Comfort Inn & Suites Porter near Indiana Dunes
Exterior
2 bedrooms, iron/ironing board, WiFi (free), bed sheets
Smart TV, books
Coffee/tea maker, fridge, microwave, oven

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

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
AED 404
AED 938 total
includes taxes & fees
22 Sep - 23 Sep
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Smart TV, fireplace, books
Interior
3 bedrooms, desk, iron/ironing board, WiFi (free)
Coffee/tea maker, fridge, microwave, oven

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 440
AED 1,452 total
includes taxes & fees
3 Sep - 4 Sep
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
Game room
Interior
Smart TV, fireplace, foosball, books
Smart TV, fireplace, foosball, books

8. 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 793
AED 2,287 total
includes taxes & fees
31 Aug - 1 Sep
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
Beach
3 bedrooms, desk, iron/ironing board, travel crib
Terrace/patio
Shower, hair dryer, towels, soap

9. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
AED 918
AED 1,646 total
includes taxes & fees
30 Aug - 31 Aug
Tower Haus w/Private Hot Tub
Indoor pool
Lobby
Free buffet breakfast
Room, 1 King Bed, Non Smoking | Tempur-Pedic beds, desk, blackout drapes, iron/ironing board

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 561
AED 629 total
includes taxes & fees
24 Sep - 25 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

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

10/10 Excellent
"The property was clean and is in a good location for freeway access, food and the beach"
Borice 1-night trip
Posted 3 hours ago
Quality Inn Near Interstate I94
Spring House Inn

Spring House Inn

10/10 Excellent
"Once again great value, I'll be going back next time I'm in the area."
Russ 1-night trip
Posted 2 days ago
Spring House Inn
Best Western Indian Oak

Best Western Indian Oak

10/10 Excellent
"Excellent view of the lake."
Amy 1-night trip
Posted 3 days ago
Best Western Indian Oak
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

8/10 Good
"."
Bishow 2-night trip
Posted 3 days ago
Comfort Inn & Suites Porter near Indiana Dunes

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.