A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Chesterton family-friendly hotels

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

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 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 hotel room with a large bed, a separate bathroom with a bathtub, a desk with a chair, and a television.

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 reception desk with a blue and white striped design, a sign reading "Quality by Choice Hotels," and a digital screen.
A bathroom with a toilet, sink, mirror, and shower curtain.
A hotel room with two beds, a desk, a chair, and a large window.

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 298
AED 333 total
includes taxes & fees
9 Nov - 10 Nov
Quality Inn Chesterton near Indiana Dunes National Park I-94
A modern bathroom with a large mirror, a bathtub, and a sink.
A spacious lobby with a staircase, a reception desk, and a chandelier.
A modern building with a stone facade and a sign for 'Waterbird Lakeside Inn'.
A spacious lobby with a staircase, a reception desk, and large windows offering a view of the outside.

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 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.
A living room with two wicker chairs, a small table, and a grey sofa.

5. Furness Mansion

Furness Mansion
Chesterton
AED 434
AED 486 total
includes taxes & fees
20 Oct - 21 Oct
Furness Mansion
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 laundry area with washers and dryers, a trash bin, a red rug, and a dining area with chairs and a table.
A reception area with a red carpet, patterned chairs, a clock, and a counter with informational signs.
A bathroom with a toilet, a shower, and a bathtub.

6. 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 274
AED 307 total
includes taxes & fees
9 Nov - 10 Nov
Fairbridge Inn Express Chesterton
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
A hotel room with a dining area, a sofa, a TV, and a microwave.
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.

7. 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 491
AED 550 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Chesterton
A wooden play structure with a slide and a small building.
A two-story building with a white exterior and a covered porch.
A beach with sand dunes and grass.
A covered outdoor grill area with a metal roof and a glass enclosure, surrounded by a wooden deck.

8. 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
13 Oct - 14 Oct
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
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 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.

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 319
AED 357 total
includes taxes & fees
9 Nov - 10 Nov
Comfort Inn & Suites Porter near Indiana Dunes
A beach with a parking lot and buildings in the background.
A bathroom with a toilet, sink, and shower.
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.

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
13 Oct - 14 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 pools in Chesterton

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

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 beach with sand dunes and grass.
A wooden play structure with a slide and a small building.
A large house with a swimming pool, a covered patio, and a garage with multiple doors.
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
13 Oct - 14 Oct
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
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 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.

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
AED 319
AED 357 total
includes taxes & fees
9 Nov - 10 Nov
Comfort Inn & Suites Porter near Indiana Dunes
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
A hotel room with a dining area, a sofa, a TV, and a microwave.
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 491
AED 550 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Chesterton
A beach with sand dunes and grass.
A wooden bridge in a forested area.
A fire pit surrounded by wooden benches and chairs in an outdoor setting.
A wooden play structure with a slide and a small building.

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
11 Oct - 12 Oct
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

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

8/10 Good
"Had a great stay the only thing I would be happier about was the water pressure and warmth both in a sap shower. morning and night did not have a very satisfying shower everything else was great!"
Ziah 1-night trip
Posted 1 hour ago
Blue Chip Casino Hotel and Spa
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"I was pleasantly surprised at how nice my room was."
Robert 2-night trip
Posted 1 hour ago
Ameristar Casino Hotel East Chicago
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 20 hours ago
Quality Inn Chesterton near Indiana Dunes National Park I-94
Best Western Indian Oak

Best Western Indian Oak

10/10 Excellent
"Loved the balcony looking out on the small lake behind the hotel. The front desk clerk was nice. Updated bathrooms were nice ecxept ours would not stay closed & had to use a washcoth to hold to closed.Otherwise a very nice stay for going to Indiana Dunes State Park"
Karen 2-night trip
Posted 22 hours ago
Best Western Indian Oak
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 1 day ago
Comfort Inn & Suites Porter near Indiana Dunes
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

10/10 Excellent
"Hotel was minutes from Indiana state and National Dunes parks. There were two restaurants within walking distance and a gas station across the street. But it was the people at the hotel that made it. And the bartender makes a great margarita. Definitely stay here!"
Michele 1-night trip
Posted 2 days ago
Hilton Garden Inn Chesterton
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"Extremely nice staff. Most comfortable bed. Breakfast was several steps above most hotels. Different items each day, and warm cinnamon rolls. We used the guest laundry too, which was super convenient. Will definitely stay again!"
Michele 3-night trip
Posted 3 days ago
Holiday Inn Express & Suites New Buffalo by IHG
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

10/10 Excellent
"Very nice for the price.."
James 1-night trip
Posted 10 days ago
Fairbridge Inn Express Chesterton
Waterbird Lakeside Inn

Waterbird Lakeside Inn

8/10 Good
"The room was clean and very comfortable!! And the view was the best!"
Barry 2-night trip
Posted 10 days ago
Waterbird Lakeside Inn

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.