A wooden staircase ascending a sandy hill with sparse vegetation.

Family Hotels & Resorts in Chesterton from NZ$157

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Check availability on Chesterton Family Hotels

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul

Our top choices for Chesterton family-friendly hotels

Free WiFi

Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
3.0 star property
Michigan City
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$355
includes taxes & fees
19 July - 20 July
Home2 Suites by Hilton Michigan City
Free daily continental breakfast

Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
2.5 star property
Valparaiso
8.2 out of 10, Very good, (1,004 reviews)
  • cleanliness
    Experience family-friendly magic at this Valparaiso hotel with free activities, cots, and premium TV channels for all ages.
The price is NZ$218
includes taxes & fees
19 July - 20 July
Best Western University Inn At Valparaiso
Free buffet breakfast

Holiday Inn Express & Suites La Porte by IHG

Holiday Inn Express & Suites La Porte by IHG
2.5 star property
La Porte
9.0 out of 10, Wonderful, (672 reviews)
  • cleanliness
    This hotel gives families time to play—with a free breakfast, indoor pool, and cosy lodgings for the little ones.
The price is NZ$268
includes taxes & fees
12 July - 13 July
Holiday Inn Express & Suites La Porte by IHG
Standard Room, 1 King Bed, Non Smoking

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
8.0 out of 10, Very good, (769 reviews)
  • cleanliness
    Experience family adventures near Indiana Dunes, where comfortable beds and nature trails create lasting memories.
The price is NZ$208
includes taxes & fees
4 Aug - 5 Aug
Quality Inn Chesterton near Indiana Dunes National Park I-94
Premium bedding, desk, blackout curtains, iron/ironing board

Quality Inn Michigan City South

Quality Inn Michigan City South
2.5 star property
Michigan City
7.6 out of 10, Good, (1,000 reviews)
  • cleanliness
    Discover family memories at this Michigan City hotel, near Indiana Dunes with an indoor pool for year-round aquatic fun.
The price is NZ$157
includes taxes & fees
26 July - 27 July
Quality Inn Michigan City South
Lobby

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94
2.5 star property
New Buffalo
8.4 out of 10, Very good, (1,228 reviews)
  • cleanliness
    Family-focused fun awaits at this lakeside retreat with an indoor pool, spa pool, and free breakfast for memorable holiday adventures.
The price is NZ$197
includes taxes & fees
26 July - 27 July
Quality Inn Near Interstate I94
Lobby

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Discover a waterside haven for family adventure with an indoor pool and easy access to Indiana Dunes parks.
The price is NZ$322
includes taxes & fees
20 July - 21 July
Hilton Garden Inn Chesterton
Exterior

Country Inn & Suites by Radisson, Michigan City, IN

Country Inn & Suites by Radisson, Michigan City, IN
3.0 star property
Michigan City
8.2 out of 10, Very good, (1,006 reviews)
  • cleanliness
    Family-friendly adventure awaits at this inviting Michigan City hotel, with an indoor pool, spa pool, and easy access to beach fun.
The price is NZ$276
includes taxes & fees
19 July - 20 July
Country Inn & Suites by Radisson, Michigan City, IN
Free daily on-the-go breakfast

Super 8 by Wyndham Valparaiso

Super 8 by Wyndham Valparaiso
2.0 star property
Valparaiso
7.4 out of 10, Good, (1,000 reviews)
  • cleanliness
    Family-friendly hotel with indoor swimming pool and premium channels creates joyful memories for guests of all ages.
The price is NZ$172
includes taxes & fees
19 July - 20 July
Super 8 by Wyndham Valparaiso
Indoor pool

Country Inn & Suites by Radisson, Portage, IN

Country Inn & Suites by Radisson, Portage, IN
3.0 star property
Portage
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Family-friendly hotel brings smiles to children's faces with an indoor pool, playground, and game room near Indiana Dunes National Park.
The price is NZ$265
includes taxes & fees
19 July - 20 July
Country Inn & Suites by Radisson, Portage, IN
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

Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

8/10 Good
"The room was clean, staff was very helpful and efficient. Plenty of free parking. I was there for a conference so no gambling fir me. Looks like everyone was enjoying themselves. The only thing that I didn't like was all the cigarette smoke. It came through the air vents in the meeting rooms and bedrooms. That was not good especially since I am a non-smoker."
Denise 2-night trip
Posted 1 hour ago
Blue Chip Casino Hotel and Spa

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 National Park and Indiana Dunes Visitor Center. Make sure that you have plenty of time to take in the area's activities such as Lake Michigan and Indiana Dunes State Park.