A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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 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.

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.
￥13,846
￥15,508 total
includes taxes & fees
Oct 21 - Oct 22
Quality Inn Chesterton near Indiana Dunes National Park I-94
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 laundry area with washers and dryers, a trash bin, a red rug, and a dining area with chairs and a table.

2. 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.
￥12,707
￥14,232 total
includes taxes & fees
Oct 5 - Oct 6
Fairbridge Inn Express Chesterton
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 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.
￥24,380
￥27,305 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Garden Inn Chesterton
A hotel room with two beds, a sitting area with a chair, a small table, a kitchenette, and a bathroom.
A sandy beach with a wooden fence leading to the water.
A bathroom with a bathtub, toilet, sink, and a large mirror.
A restaurant with wooden tables and chairs, a counter with a menu, and large windows offering a view of the parking area.

4. Quality Inn Michigan City South

Quality Inn Michigan City South
Michigan City
  • Discover family memories at this Michigan City hotel, near Indiana Dunes with an indoor pool for year-round aquatic fun.
￥11,154
￥12,493 total
includes taxes & fees
Oct 4 - Oct 5
Quality Inn Michigan City South
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 room with a large bed, a bedside table with a lamp, a bathroom with a bathtub, and a window with curtains.

5. 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.
￥16,922
￥18,953 total
includes taxes & fees
Oct 18 - Oct 19
Comfort Inn & Suites Porter near Indiana Dunes
A room with a kitchenette, a sofa, and large windows.
A hotel room with two beds, a desk, a lamp, and a window with curtains.
A modern bathroom with a toilet, sink, and mirror. It features a shower with a glass door and a white shower curtain.
A laundromat with stacked washers and dryers, a window view of a building, and a sign indicating payment with a phone.

6. Econo Lodge Portage

Econo Lodge Portage
Portage
￥7,100
￥7,952 total
includes taxes & fees
Oct 21 - Oct 22
Econo Lodge Portage
A lobby with a fireplace, seating area, and a reception desk.
A swimming pool with tiled flooring, two tables with chairs, and umbrellas.
A hotel room with a large bathtub, a bed with a patterned bedspread, two wall-mounted lamps, and a window with a view of parked cars.
A kitchen with wooden cabinets, a dining table with chairs, a coffee machine, a toaster, and a window with a view of trees.

7. Super 8 by Wyndham Valparaiso

Super 8 by Wyndham Valparaiso
Valparaiso
  • Family-friendly hotel with indoor swimming pool and premium channels creates joyful memories for guests of all ages.
￥13,238
￥14,827 total
includes taxes & fees
Oct 18 - Oct 19
Super 8 by Wyndham Valparaiso
A two-story house with a stone chimney, a brick exterior, and a front porch with a bench.
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 hammock under a large tree surrounded by lush greenery.
A bedroom with a bed, a ceiling fan, a window with curtains, a nightstand, and a painting on the wall.

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

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Chesterton
￥46,593
￥95,172 total
includes taxes & fees
Sep 27 - Sep 28
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
A modern hotel lobby with a curved seating area, a reception desk, and a television mounted on the wall.
A modern hotel room with a glass-top coffee table, orange seating, a flat-screen TV, and a framed picture on the wall.
A breakfast bar with a coffee machine, a toaster, and a display case with pastries.
A hotel room with two beds, a desk with a TV, a window with curtains, and a wall-mounted headboard.

9. Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
Valparaiso
  • Experience family-friendly magic at this Valparaiso hotel with free activities, cribs, and premium TV channels for all ages.
￥18,563
￥20,790 total
includes taxes & fees
Oct 18 - Oct 19
Best Western University Inn At Valparaiso
A spacious interior with a central staircase, multiple doors, and a chandelier.
A hotel room with a sofa, a wooden desk, a television, a coffee maker, and a lamp.
A hotel room with a bed, desk, chair, and a large bathroom with a bathtub and mirror.
A hotel lobby with a check-in counter, a staircase, a seating area, and a patterned carpet.

10. Quality Inn & Suites Portage Central

Quality Inn & Suites Portage Central
Portage
￥12,566
￥14,073 total
includes taxes & fees
Oct 4 - Oct 5
Quality Inn & Suites Portage Central
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

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

8/10 Good
"Great location if you're heading to Indiana Dunes and like gambling."
Dorothy 1-night trip
Posted 10 hours ago
Ameristar Casino Hotel East Chicago
Best Western Indian Oak

Best Western Indian Oak

10/10 Excellent
"Nice hotel near lots of dining"
Sally 2-night trip
Posted 2 days ago
Best Western Indian Oak
Spring House Inn

Spring House Inn

10/10 Excellent
"Very cute."
Daniel 2-night trip
Posted 2 days ago
Spring House Inn
Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"Love this hotel! Staff is so friendly and helpful. I arrived at the hotel injured from a motorcycle accident that occurred on my way from NY to Colorado. The whole staff is so caring and kind. My room is lovely and comfortable. I am temporarily stranded due to the accident but so glad I chose this hotel to recuperate at."
Dina 1-night trip
Posted 3 days ago
Waterbird Lakeside Inn
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

8/10 Good
"Decent rooms with all the basic amenities. Biggest advantage is its proximity to all the major tourist destinations and convenience stores nearby."
Chandan 2-night trip
Posted 11 days ago
Fairbridge Inn Express Chesterton

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 Hilton Garden Inn Chesterton.
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 Lighthouse Place Premium Outlets.

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