A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Chesterton family-friendly hotels

A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.
A spacious room with wooden floors, a large chandelier, and a cozy seating area with sofas and chairs.
A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a chair, and a television.
A traditional half-timbered house with multiple balconies, a well-maintained garden, and a clear view of the surrounding greenery.

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

2. 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 328
AED 367 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Indian Oak
A modern bathroom with a large mirror, a bathtub, and a sink.
A wooden deck with two white plastic chairs facing a calm lake and forested hills.
A modern building with a stone facade and a sign for 'Waterbird Lakeside Inn'.
A spacious lobby with a staircase, a reception desk, and a chandelier.

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

4. 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 311
AED 348 total
includes taxes & fees
8 Nov - 9 Nov
Quality Inn Chesterton near Indiana Dunes National Park I-94
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 bedroom with a bed, a desk, a chair, a TV, and a ceiling fan.

5. Furness Mansion

Furness Mansion
Chesterton
AED 463
AED 519 total
includes taxes & fees
26 Oct - 27 Oct
Furness Mansion
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 hotel room with a dining area, a sofa, a TV, and a microwave.

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 398
AED 445 total
includes taxes & fees
1 Nov - 2 Nov
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 reception area with a red carpet, patterned chairs, a clock, and a counter with informational signs.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

7. 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 283
AED 317 total
includes taxes & fees
25 Nov - 26 Nov
Fairbridge Inn Express Chesterton
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.

8. 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
26 Oct - 27 Oct
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
A patio with a table and chairs, a bicycle, and a string of lights against a twilight sky.
A compact kitchen with white cabinets, a stainless steel refrigerator, a gas stove, and a window with blinds.
A cozy living room with a dark-colored sofa, a round coffee table, and a small side table.
A compact kitchen with a built-in oven, a refrigerator, and a television mounted on the oven.

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

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
AED 397
AED 917 total
includes taxes & fees
4 Nov - 5 Nov
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
A reception area with a counter, a vending machine, and a view of the outside through glass doors.
An indoor swimming pool with lounge chairs and a jacuzzi area.
A modern kitchen with a coffee station, a bread display, and a refrigerated display.
A hotel with a covered entrance, multiple windows, and a parking lot.

10. 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 331
AED 370 total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Porter 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 modern building with large windows and balconies, a wooden deck, and a calm lake.
A hotel room with a large bed, a desk, a chair, a balcony, and a view of the outdoors.
A wooden deck with a railing overlooking a calm lake at sunset.
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 328
AED 367 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Indian Oak
A brick building with a balcony and green shutters, surrounded by trees.
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.
A pool area with a round table and chairs, a tiled floor, and large windows.
A spacious room with wooden floors, a large chandelier, and a cozy seating area with sofas and chairs.

Spring House Inn

Spring House Inn
Chesterton
AED 364
AED 426 total
includes taxes & fees
1 Nov - 2 Nov
Spring House Inn
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
A modern reception area with a wooden reception desk, a small seating area, and a snack bar with various packaged goods.
A spacious lobby with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.
A hotel room with a dining area, a sofa, a TV, and a microwave.

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
AED 398
AED 445 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 reception desk with a blue and white striped design, a sign reading "Quality by Choice Hotels," and a digital screen.
A hallway with a vending machine, a trash bin, and a staircase.
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.

Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
Chesterton
AED 311
AED 348 total
includes taxes & fees
8 Nov - 9 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.
An indoor swimming pool with lounge chairs and a jacuzzi area.
A modern kitchen with a coffee station, a bread display, and a refrigerated display.
A hotel with a covered entrance, multiple windows, and a parking lot.

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
AED 331
AED 370 total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Porter near Indiana Dunes
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Family-friendly hotels with pools in Chesterton

A modern building with large windows and balconies, a wooden deck, and a calm lake.
A hotel room with a large bed, a desk, a chair, a balcony, and a view of the outdoors.
A wooden deck with a railing overlooking a calm lake at sunset.
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 328
AED 367 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Indian Oak
A brick building with a balcony and green shutters, surrounded by trees.
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.
A pool area with a round table and chairs, a tiled floor, and large windows.
A spacious room with wooden floors, a large chandelier, and a cozy seating area with sofas and chairs.

Spring House Inn

Spring House Inn
Chesterton
AED 364
AED 426 total
includes taxes & fees
1 Nov - 2 Nov
Spring House Inn
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
A modern reception area with a wooden reception desk, a small seating area, and a snack bar with various packaged goods.
A spacious lobby with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.
A hotel room with a dining area, a sofa, a TV, and a microwave.

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
AED 398
AED 445 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Chesterton
A reception area with a counter, a vending machine, and a view of the outside through glass doors.
An indoor swimming pool with lounge chairs and a jacuzzi area.
A modern kitchen with a coffee station, a bread display, and a refrigerated display.
A hotel with a covered entrance, multiple windows, and a parking lot.

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
AED 331
AED 370 total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Porter near Indiana Dunes
A beach with sand dunes and grass.
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.

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
26 Oct - 27 Oct
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
A beach with sand dunes and grass.
A fire pit surrounded by wooden benches and chairs in an outdoor setting.
A wooden bridge in a forested area.
A large house with a swimming pool, a covered patio, and a garage with multiple doors.

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
AED 474
AED 613 total
includes taxes & fees
8 Nov - 9 Nov
The "Pool Barn Camper" w/Hot Tub 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

Spring House Inn

Spring House Inn

10/10 Excellent
"A nice, quiet retreat by the woods."
Angela 1-night trip
Posted less than an hour ago
Spring House Inn
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

8/10 Good
"Room was perfect at an affordable rate. From the front desk, room attendants, bell hop & infusion staff all very friendly and helpful. Biggest drawback was all the smoking in the casino. We went to Four Winds Friday night, much more enjoyable. I would prefer no CIGARS to be allowed if you continue with smoking.there were many computer roulette games not in service. Table staff were all very friendly. Overall a nice weekend close to home."
Patricia 2-night trip
Posted 2 hours ago
Blue Chip Casino Hotel and Spa
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"Clean room with comfortable bed. Very spacious King room. Casino easily accessible. Restaurant on site with great food options. Covered parking garage. Good value for the price."
Bronwyn 1-night trip
Posted 18 hours ago
Ameristar Casino Hotel East Chicago
Best Western Indian Oak

Best Western Indian Oak

10/10 Excellent
"The room was very clean. We stayed 2 days. Enjoyed the breakfast. The staff was always nice!"
Joan 2-night trip
Posted 2 days ago
Best Western Indian Oak
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

10/10 Excellent
"Beautiful kept property!"
Renee 1-night trip
Posted 3 days ago
Hilton Garden Inn 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 2 weeks 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 2 weeks 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.