A wooden staircase ascending a sandy hill with sparse vegetation.

Family friendly Hotels in Chesterton, Indiana

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Check availability on Chesterton Family friendly Hotels

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

Our top choices for Chesterton family-friendly hotels

A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.
A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a chair, and a television.
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.

1. Spring House Inn

Spring House Inn
Chesterton
P6,296
P7,370 total
includes taxes & fees
Nov 1 - Nov 2
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 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.

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.
P5,676
P6,357 total
includes taxes & fees
Nov 1 - Nov 2
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 hotel room with a dining area, a sofa, a TV, and a microwave.
A gym with treadmills, elliptical machines, and a dumbbell rack.

3. 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.
P6,884
P7,710 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Chesterton
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 spacious lobby with a staircase, a reception desk, and large windows offering a view of the outside.
A wooden deck with two white plastic chairs facing a calm lake and forested hills.

4. Waterbird Lakeside Inn

Waterbird Lakeside Inn
Chesterton
  • Family-friendly lakeside inn offers bird watching, clean rooms, and quick access to Indiana Dunes parks.
P5,978
P6,695 total
includes taxes & fees
Oct 26 - Oct 27
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 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.

5. 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.
P5,377
P6,023 total
includes taxes & fees
Nov 8 - Nov 9
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 modern kitchen with a coffee station, a bread display, and a refrigerated display.
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.

6. 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.
P5,726
P6,414 total
includes taxes & fees
Nov 22 - Nov 23
Comfort Inn & Suites Porter near Indiana Dunes
A large house surrounded by dense forest with a beach and ocean in the background.
A bedroom with a bed, a desk, a chair, a TV, and a ceiling fan.
A dining area with a table and chairs, a door leading to a balcony, a fireplace, and a mounted television.
A living room with two wicker chairs, a small table, and a grey sofa.

7. Furness Mansion

Furness Mansion
Chesterton
P8,443
P9,456 total
includes taxes & fees
Oct 26 - Oct 27
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 hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A laundry area with washers and dryers, a trash bin, a red rug, and a dining area with chairs and a table.
A bathroom with a toilet, a shower, and a bathtub.

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.
P5,152
P5,770 total
includes taxes & fees
Oct 26 - Oct 27
Fairbridge Inn Express Chesterton
A swimming pool with a large inflatable frog toy, wooden ceiling, and tiled walls.
A multi-story hotel with a covered entrance and stone pillars.
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.

9. 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.
P7,956
P8,911 total
includes taxes & fees
Nov 1 - Nov 2
Country Inn & Suites by Radisson, Portage, IN
A casino with multiple slot machines, a large spinning wheel, and neon-lit signs.
A restaurant interior with a wooden theme, a counter, and seating areas.
A casino interior with gaming tables, chairs, and slot machines.
A hotel room with a large bed, two bedside tables, a chair, a bench, and a large window offering a city view.

10. Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa
Michigan City
  • Family-friendly getaway with indoor pool and casino offers endless entertainment for all ages with nearby beach access.
P5,392
P7,107 total
includes taxes & fees
Nov 9 - Nov 10
Blue Chip Casino Hotel and Spa
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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 wooden deck with a railing overlooking a calm lake at sunset.
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.

Best Western Indian Oak

Best Western Indian Oak
Chesterton
P5,676
P6,357 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Indian Oak
A brick building with a balcony and green shutters, surrounded by trees.
A pool area with a round table and chairs, a tiled floor, and large windows.
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.

Spring House Inn

Spring House Inn
Chesterton
P6,296
P7,370 total
includes taxes & fees
Nov 1 - Nov 2
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 hotel room with a dining area, a sofa, a TV, and a microwave.
A spacious lobby with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
P6,884
P7,710 total
includes taxes & fees
Nov 1 - Nov 2
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 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
P5,377
P6,023 total
includes taxes & fees
Nov 8 - Nov 9
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 modern kitchen with a coffee station, a bread display, and a refrigerated display.
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.

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
P5,726
P6,414 total
includes taxes & fees
Nov 22 - Nov 23
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

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 12 hours ago
Ameristar Casino Hotel East Chicago
Spring House Inn

Spring House Inn

10/10 Excellent
"The Inn had an old world charm to it. It was dated, but in the best way. Everything was very clean, even the bathroom. The breakfast was above par, with a couple of hot food options. The bed was very comfy, the room was spacious and plenty of seating. Lake Michigan was very close, just a five minute drive. Plenty of parking at the Dunes National Park. We didn't use the pool, but the kids at the hotel seemed to love it. The price is great and the rooms clean and comfortable. If you want something other than the chain hotels, this just might be the place for you."
Sherrie 1-night trip
Posted 1 day ago
Spring House Inn
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 2 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
Fairfield Inn and Suites By Marriott Merrillville

Fairfield Inn and Suites By Marriott Merrillville

10/10 Excellent
"Great experience i had in a long time"
Steve 2-night trip
Posted 3 weeks ago
Fairfield Inn and Suites By Marriott Merrillville

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.

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