A wooden staircase ascending a sandy hill with sparse vegetation.

Find Kid Friendly Hotels in Chesterton from S$116

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Check availability on Chesterton Family friendly 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 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.
A hotel room with a bed, a bathroom with a bathtub, a desk, and a chair.

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.
S$122
includes taxes & fees
9 Nov - 10 Nov
Best Western Indian Oak
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 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.

2. Spring House Inn

Spring House Inn
Chesterton
S$148
includes taxes & fees
2 Nov - 3 Nov
Spring House Inn
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 spacious lobby with a staircase, a reception desk, and large windows offering a view of the outside.
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.
S$135
includes taxes & fees
2 Nov - 3 Nov
Waterbird Lakeside Inn
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
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.
A hotel room with a dining area, a sofa, a TV, and a microwave.

4. 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.
S$189
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 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.
A hotel room with two beds, a desk, a chair, and a large window.

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.
S$116
includes taxes & fees
9 Nov - 10 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 corner room with two wicker chairs, a small table, and a bay window with a view of trees.
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.

6. Furness Mansion

Furness Mansion
Chesterton
S$169
includes taxes & fees
15 Oct - 16 Oct
Furness Mansion
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 modern kitchen with a coffee station, a bread display, and a refrigerated display.

7. 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.
S$125
includes taxes & fees
9 Nov - 10 Nov
Comfort Inn & Suites Porter 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 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.

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.
S$116
includes taxes & fees
5 Nov - 6 Nov
Fairbridge Inn Express Chesterton
A swimming pool with a large inflatable frog toy, wooden ceiling, and tiled walls.
A hotel room with a bed, a sofa, a desk, and a TV.
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.

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.
S$214
includes taxes & fees
13 Oct - 14 Oct
Country Inn & Suites by Radisson, Portage, IN
A modern hotel room with a large bed, a desk, and a chair.
A hotel reception area with a modern design, including a counter, shelves with snacks, and a sign that reads 'HOME 2 SUITES BY HILTON'.
A modern hotel reception area with a wooden reception desk, a snack display, and a sign that reads "HOME 2 SUITES BY HILTON."

10. Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
Michigan City
S$199
includes taxes & fees
25 Oct - 26 Oct
Home2 Suites by Hilton Michigan City
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

Spring House Inn

Spring House Inn

10/10 Excellent
"Clean room with great view out the back windows. Great breakfast also."
Ralph 1-night trip
Posted 2 hours ago
Spring House Inn
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 6 hours 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 7 hours 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 1 day 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 1 day 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 2 days 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
Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

10/10 Excellent
"We were very impressed with this hotel. My mom said this was the best hotel that she had stayed at in years. She was really impressed with how brightly lit the room was. There were full size mirrors behind the beds with full length lights behind the beds. They were also recess can lights throughout the room. It smelled clean and fresh. It was absolutely perfect. We would love to stay there again. The breakfast was amazing! Delicious hot eggs, biscuits, gravy, bagels with cream cheese, orange juice and much more. A nice indoor pool. The manager was extremely helpful and friendly. Great place very well maintained!"
Justin 1-night trip
Posted 5 days ago
Microtel Inn & Suites by Wyndham Michigan City

Frequently asked questions

What's Chesterton like for family-friendly holidays?
The relaxing destination of Chesterton is a great choice if you've been considering a holiday with the children. The beaches, lake views and coffee shops are just some of the things that make this an attractive spot for a family holiday. Take to the air and fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) from the city centre.
What's the best family accommodation 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 choices for your family trip include Hilton Garden Inn Chesterton and Quality Inn Chesterton near Indiana Dunes National Park I-94.
How many hotels that welcome families will I find in Chesterton?
Expedia has 5 family-friendly hotels and other accommodation options in Chesterton.
When's the best time to book a family-friendly holiday in Chesterton?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chesterton are January, December, November and February, with each month seeing an average of 15 cm of snowfall.
What's there to see and do with your family in Chesterton?
While you are visiting Chesterton, you may want to round up the youngsters and make time to see interesting attractions such as Indiana Dunes Visitor Center and Indiana Dunes National Park. Make sure that you have lots of time for activities such as Chesterton Art Center and Port of Indiana-Burns Harbor.

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