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
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Chesterton family-friendly hotels

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 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.

1. 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.
P5,707
P6,392 total
includes taxes & fees
Oct 11 - Oct 12
Quality Inn Chesterton near Indiana Dunes National Park I-94
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 bar area with a long counter, multiple shelves with bottles, and four bar stools.
A hotel room with a dining area, a sofa, a TV, and a microwave.

2. 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.
P9,194
P10,297 total
includes taxes & fees
Sep 20 - Sep 21
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 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.
A laundry area with washers and dryers, a trash bin, a red rug, and a dining area with chairs and a table.

3. 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.
P5,064
P5,672 total
includes taxes & fees
Oct 1 - Oct 2
Fairbridge Inn Express Chesterton
A reception area with a counter, a vending machine, and a view of the outside through glass doors.
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.
An indoor swimming pool with lounge chairs and a jacuzzi area.

4. 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.
P7,140
P7,997 total
includes taxes & fees
Sep 30 - Oct 1
Comfort Inn & Suites Porter near Indiana Dunes
A two-story house with a stone chimney, a brick exterior, and a front porch with a bench.
A modern living room with a fireplace, a dining area, and a bookshelf.
A dining area with a wooden table set for six, surrounded by white chairs. There is a sofa and a piano in the background.
A bedroom with a bed, a ceiling fan, a window with curtains, a nightstand, and a painting on the wall.

5. Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Chesterton
P18,603
P37,998 total
includes taxes & fees
Sep 27 - Sep 28
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
A swimming pool with a large inflatable frog toy, wooden ceiling, and tiled walls.
A modern living room with a fireplace, two sofas, a coffee table, and a wooden wall.
A modern kitchen with a central island, blue cabinets, and a variety of kitchen appliances.
A hotel room with a bed, a sofa, a desk, and a TV.

6. 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.
P8,237
P9,225 total
includes taxes & fees
Sep 27 - Sep 28
Country Inn & Suites by Radisson, Portage, IN
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

Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"I did not like to see so many cannabis stores within walking distance of our hotel.."
Ricky 2-night trip
Posted 6 hours ago
Holiday Inn Express & Suites New Buffalo by IHG
Fairfield Inn and Suites By Marriott Merrillville

Fairfield Inn and Suites By Marriott Merrillville

8/10 Good
"The room was clean."
Georgene 1-night trip
Posted 15 hours ago
Fairfield Inn and Suites By Marriott Merrillville
Comfort Inn Hammond I-94

Comfort Inn Hammond I-94

10/10 Excellent
"Nice"
David 5-night trip
Posted 16 hours ago
Comfort Inn Hammond I-94
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

8/10 Good
"Staff was really nice, water was hot and AC was cold."
braelyn 1-night trip
Posted 1 day ago
Fairbridge Inn Express Chesterton
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

8/10 Good
"The Hotel and staffs are nice helpful. It's a blessing for those who enjoy alcoholic beverage, one can have some drinks on the casino and walk straight to your hotel room. However, this property is located at an industrial area. I do not recommend strolling beyound the hotel's property as its very dark, isolated and sketchy. This gives a completely difgerent perspective of Chicago and city vibes that one would be expecting from."
Ambarish 3-night trip
Posted 2 days ago
Ameristar Casino Hotel East Chicago
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

10/10 Excellent
"Hair dryer was broke and AC water was leaking from the room upper room. The staff changed my room. It was ok."
Fernanda 1-night trip
Posted 2 days ago
Baymont by Wyndham New Buffalo
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

10/10 Excellent
"Perfect"
Jeannette 2-night trip
Posted 2 days ago
Hilton Garden Inn Chesterton
Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"Amazing stay. The balcony view was amazing. The room was huge. I highly recommend!"
Michelle 3-night trip
Posted 2 days ago
Waterbird Lakeside Inn
Spring House Inn

Spring House Inn

10/10 Excellent
"This place was awesome!! We’ll be staying at this place when we go up there from now on."
Jarrod 1-night trip
Posted 3 days ago
Spring House 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 Comfort Inn & Suites Porter near Indiana Dunes 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 Chicago Street Theatre.

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