A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Chesterton family-friendly hotels

A modern building with large windows and balconies, a wooden deck, and a calm lake.
A wooden deck with a railing overlooking a calm lake at sunset.
A wooden deck with a chair, overlooking a calm lake and a distant building.
A spacious lobby with multiple seating areas, a staircase, and a large window providing natural light.

1. Best Western Indian Oak

Best Western Indian Oak
Chesterton
  • Family adventure resort with indoor pool, sauna, and perfect location for exploring scenic Indiana dunes state parks.
AED 312
AED 350 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Indian Oak
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.
A traditional half-timbered house with multiple balconies, a well-maintained garden, and a clear view of the surrounding greenery.
A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a chair, and a television.
A pool area with a round table and chairs, a tiled floor, and large windows.

2. Spring House Inn

Spring House Inn
Chesterton
AED 364
AED 426 total
includes taxes & fees
1 Nov - 2 Nov
Spring House Inn
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 hotel room with a flat-screen TV, a mini-fridge, a microwave, a desk with a chair, and a large window with a view.

3. 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 301
AED 337 total
includes taxes & fees
16 Nov - 17 Nov
Quality Inn Chesterton near Indiana Dunes National Park I-94
A modern bathroom with a large mirror, a bathtub, and a sink.
A modern building with a stone facade and a sign for 'Waterbird Lakeside Inn'.
A wooden deck with two white plastic chairs facing a calm lake and forested hills.
A spacious lobby with a staircase, a reception desk, and a chandelier.

4. Waterbird Lakeside Inn

Waterbird Lakeside Inn
Chesterton
  • Family-friendly lakeside inn offers bird watching, clean rooms, and quick access to Indiana Dunes parks.
AED 345
AED 387 total
includes taxes & fees
26 Oct - 27 Oct
Waterbird Lakeside Inn
A large house surrounded by dense forest with a beach and ocean in the background.
A living room with two wicker chairs, a small table, and a grey sofa.
A dining area with a table and chairs, a door leading to a balcony, a fireplace, and a mounted television.
A corner room with two wicker chairs, a small table, and a bay window with a view of trees.

5. Furness Mansion

Furness Mansion
Chesterton
AED 414
AED 464 total
includes taxes & fees
28 Oct - 29 Oct
Furness Mansion
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
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.
A spacious lobby with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.

6. 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 395
AED 442 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Chesterton
A wooden play structure with a slide and a small building.
A covered outdoor grill area with a metal roof and a glass enclosure, surrounded by a wooden deck.
A two-story building with a white exterior and a covered porch.
A beach with sand dunes and grass.

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 926 total
includes taxes & fees
18 Oct - 19 Oct
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
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 hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
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.

8. 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 280
AED 313 total
includes taxes & fees
17 Nov - 18 Nov
Fairbridge Inn Express Chesterton
A reception area with a counter, a vending machine, and a view of the outside through glass doors.
A hotel room with a large bed, a bedside table with a lamp, a bathroom with a bathtub, and a window with curtains.
A hotel with a covered entrance, multiple windows, and a parking lot.
A modern kitchen with a coffee station, a bread display, and a refrigerated display.

9. 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 334
AED 374 total
includes taxes & fees
8 Nov - 9 Nov
Comfort Inn & Suites Porter near Indiana Dunes
A beach with a parking lot and buildings in the background.
A living room with a sectional sofa, a flat-screen TV, a wooden clock, and a window with a plant.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.
A bathroom with a toilet, sink, and shower.

10. Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Chesterton
AED 437
AED 572 total
includes taxes & fees
22 Oct - 23 Oct
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
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Choose what matters most at family-friendly hotels in Chesterton

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Chesterton

A brick building with a balcony and green shutters, surrounded by trees.
A spacious room with wooden floors, a large chandelier, and a cozy seating area with sofas and chairs.
A pool area with a round table and chairs, a tiled floor, and large windows.
A traditional half-timbered house with multiple balconies, a well-maintained garden, and a clear view of the surrounding greenery.

Spring House Inn

Spring House Inn
Chesterton
AED 364
AED 426 total
includes taxes & fees
1 Nov - 2 Nov
Spring House Inn
A modern building with large windows and balconies, a wooden deck, and a calm lake.
A wooden deck with a railing overlooking a calm lake at sunset.
A hotel room with a large bed, a desk, a chair, a balcony, and a view of the outdoors.
A spacious lobby with multiple seating areas, a staircase, and a large window providing natural light.

Best Western Indian Oak

Best Western Indian Oak
Chesterton
AED 312
AED 350 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Indian Oak
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 modern bar area with multiple seating options, including bar stools and round tables with chairs.
A modern reception area with a wooden reception desk, a small seating area, and a snack bar with various packaged goods.

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
AED 395
AED 442 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Chesterton
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 hotel room with a flat-screen TV, a mini-fridge, a microwave, a desk with a chair, and a large window with a view.
A hallway with a vending machine, a trash bin, and a staircase.

Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
Chesterton
AED 301
AED 337 total
includes taxes & fees
16 Nov - 17 Nov
Quality Inn Chesterton near Indiana Dunes National Park I-94
A reception area with a counter, a vending machine, and a view of the outside through glass doors.
A hotel room with a large bed, a bedside table with a lamp, a bathroom with a bathtub, and a window with curtains.
A hotel with a covered entrance, multiple windows, and a parking lot.
A modern kitchen with a coffee station, a bread display, and a refrigerated display.

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
AED 334
AED 374 total
includes taxes & fees
8 Nov - 9 Nov
Comfort Inn & Suites Porter near Indiana Dunes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterton Hotel Reviews

Best Western Indian Oak

Best Western Indian Oak

8/10 Good
"It was clean, the beds were comfy. Overall it was a good value."
Michael 1-night trip
Posted 1 hour ago
Best Western Indian Oak
Spring House Inn

Spring House Inn

8/10 Good
"The property was very nice and enjoyed an evening fire at the swings. Our room was clean but had a terrible smell every time you walked in. Luckily after a few minutes you couldn't smell it until you entered the room again. Overall, we would go back if we were in the area."
Dan 2-night trip
Posted 20 hours ago
Spring House Inn
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

10/10 Excellent
"Debbie was the most beautiful and warm hearted person we have met in town. From the very moment we were looking to park our trailer she step out and guided us through. She gave us a warm welcome and guided us through everything. She would make sure we are situated in. Will be back soon!!"
Jazmine 2-night trip
Posted 7 days ago
Fairbridge Inn Express Chesterton
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

8/10 Good
"We only spent one night here and slept through breakfast so our experience with anything other than the room itself (very clean and smelling good) was good."
Cathy 1-night trip
Posted 9 days ago
Quality Inn Chesterton near Indiana Dunes National Park I-94
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

10/10 Excellent
"Well kept property and the staff were friendly. It was very clean."
Nicole 1-night trip
Posted 9 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 Hilton Garden Inn Chesterton 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 Visitor Center and Indiana Dunes National Park. Make sure you have lots of time for activities like Chesterton Art Center and Port of Indiana-Burns Harbor.