A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Chesterton family-friendly hotels

A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.

1. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,008 reviews)
"Good breakfast, staff was very helpful, there was a good restaurant on site."
United States
Michael
The price is ￥14,292
￥16,794 total
includes taxes & fees
Nov 9 - Nov 10
Spring House Inn
A modern bathroom with a large mirror, a bathtub, and a sink.

2. Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (1,001 reviews)
"Loved the balcony overlooking the lake."
United States
Marsha
The price is ￥14,802
￥16,578 total
includes taxes & fees
Nov 8 - Nov 9
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.

3. Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
2.5 star property
Chesterton
7.8 out of 10, Good, (874 reviews)
"Had a great weekend. Staff was great, room was clean, facility was great for a budget."
United States
Albie
The price is ￥11,914
￥13,344 total
includes taxes & fees
Dec 6 - Dec 7
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.

4. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (397 reviews)
"Stayed here several times over the years. Always clean so we keep coming back. Recently updated furniture is an improvement."
United States
Daniel
The price is ￥12,757
￥14,288 total
includes taxes & fees
Nov 8 - Nov 9
Fairbridge Inn Express Chesterton
A large house surrounded by dense forest with a beach and ocean in the background.

5. Furness Mansion

Furness Mansion
2.0 star property
Chesterton
9.0 out of 10, Wonderful, (117 reviews)
"Staff was extremely helpful and responded promptly. The room was very clean, and inviting. Great location for the beaches or short trips to Michigan."
United States
Bryan
The price is ￥19,970
￥22,366 total
includes taxes & fees
Nov 12 - Nov 13
Furness Mansion
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.

6. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,006 reviews)
"Excellent hotel, friendly staff"
United States
Cheryl
The price is ￥19,826
￥22,206 total
includes taxes & fees
Dec 5 - Dec 6
Hilton Garden Inn Chesterton
A reception area with a counter, a vending machine, and a view of the outside through glass doors.

7. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
Chesterton
7.8 out of 10, Good, (1,002 reviews)
"Good one night stay. Nice to have breakfast there before we headed out."
United States
Julie Van
The price is ￥12,801
￥14,337 total
includes taxes & fees
Dec 1 - Dec 2
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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Choose what matters most at family-friendly hotels in Chesterton

Breakfast included
Pool

Family-friendly hotels with free breakfast in Chesterton

A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1006)
The price is ￥19,826
￥22,206 total
includes taxes & fees
Dec 5 - Dec 6
Hilton Garden Inn Chesterton
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Family-friendly hotels with pools in Chesterton

A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1006)
The price is ￥19,826
￥22,206 total
includes taxes & fees
Dec 5 - Dec 6
Hilton Garden Inn Chesterton
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

Spring House Inn

Spring House Inn

10/10 Excellent
"Quaint and cozy hotel. We enjoyed our stay. Close to the dunes"
Jessica 1-night trip
Posted 1 hour 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 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.