A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Chesterton family-friendly hotels

A modern dining area with multiple tables and chairs, a kitchen area with blue cabinets, and a reception desk in the background.
A hotel room with two beds, a desk, a chair, and a large window.
A bathroom with a toilet, sink, mirror, and shower curtain.
A reception desk with a blue and white striped design, a sign reading "Quality by Choice Hotels," and a digital screen.

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.
NT$2,813
NT$3,151 total
includes taxes & fees
Oct 18 - Oct 19
Quality Inn Chesterton near Indiana Dunes National Park I-94
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
A spacious lobby with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.
A gym with treadmills, elliptical machines, and a dumbbell rack.
A bar area with a long counter, multiple shelves with bottles, and four bar stools.

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.
NT$4,817
NT$5,395 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Garden Inn Chesterton
A hotel lobby with a red carpet, a bookshelf with books, a potted plant, a table with chairs, a small table with a vase, and a door with a red mat.
A bathroom with a toilet, a shower, and a bathtub.
A laundry area with washers and dryers, a trash bin, a red rug, and a dining area with chairs and a table.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

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.
NT$2,572
NT$2,881 total
includes taxes & fees
Oct 20 - Oct 21
Fairbridge Inn Express Chesterton
A reception area with a counter, a vending machine, and a view of the outside through glass doors.
A hotel with a covered entrance, multiple windows, and a parking lot.
A hotel room with a large bed, a bedside table with a lamp, a bathroom with a bathtub, and a window with curtains.
An indoor swimming pool with lounge chairs and a jacuzzi area.

4. 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.
NT$3,359
NT$3,762 total
includes taxes & fees
Oct 18 - Oct 19
Comfort Inn & Suites Porter near Indiana Dunes
A swimming pool with a large inflatable frog toy, wooden ceiling, and tiled walls.
A modern living room with a fireplace, two sofas, a coffee table, and a wooden wall.
A hotel room with a bed, a sofa, a desk, and a TV.
A multi-story hotel with a covered entrance and stone pillars.

5. 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.
NT$4,697
NT$5,260 total
includes taxes & fees
Oct 8 - Oct 9
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

Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"Great stay!"
Stane 2-night trip
Posted 2 hours ago
Holiday Inn Express & Suites New Buffalo by IHG
Waterbird Lakeside Inn

Waterbird Lakeside Inn

8/10 Good
"Balcony chairs were old.. view is amazing, but chairs are old! Overall highly recommend staying here. Balcony needs TLC."
Kina 1-night trip
Posted 18 hours ago
Waterbird Lakeside Inn
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

10/10 Excellent
"Pool was great"
Gary 1-night trip
Posted 20 hours ago
Quality Inn Near Interstate I94
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

8/10 Good
"Room could have been a little cleaner but everything was good"
Robert 2-night trip
Posted 2 days ago
Comfort Inn & Suites Porter near Indiana Dunes
Spring House Inn

Spring House Inn

8/10 Good
"Overall nice stay. Large room with great view at back forest. Price a little high as room and hotel a little worn. Great location for Indiana Dunes NP exploration."
Mark 1-night trip
Posted 3 days ago
Spring House Inn
Fairfield Inn and Suites By Marriott Merrillville

Fairfield Inn and Suites By Marriott Merrillville

8/10 Good
"Everything was fine, but the hotel is showing some age and needs some improvements."
annie 1-night trip
Posted 4 days ago
Fairfield Inn and Suites By Marriott Merrillville
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

8/10 Good
"Decent rooms with all the basic amenities. Biggest advantage is its proximity to all the major tourist destinations and convenience stores nearby."
Chandan 2-night trip
Posted 3 weeks ago
Fairbridge Inn Express Chesterton

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 Visitor Center and Indiana Dunes National Park. Make sure you have lots of time for activities like Chesterton Art Center and Lighthouse Place Premium Outlets.

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