A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
Aug 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23

Our top choices for Chesterton family-friendly hotels

1. 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.
NT$4,901
NT$5,489 total
includes taxes & fees
Aug 31 - Sep 1
Hilton Garden Inn Chesterton

2. 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.
NT$2,920
NT$3,271 total
includes taxes & fees
Sep 8 - Sep 9
Quality Inn Chesterton near Indiana Dunes National Park I-94

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.
NT$2,907
NT$3,256 total
includes taxes & fees
Aug 24 - Aug 25
Fairbridge Inn Express Chesterton

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.
NT$3,612
NT$4,046 total
includes taxes & fees
Aug 30 - Aug 31
Comfort Inn & Suites Porter near Indiana Dunes

5. 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.
NT$4,768
NT$5,340 total
includes taxes & fees
Sep 8 - Sep 9
Country Inn & Suites by Radisson, Portage, IN

6. Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
Michigan City
NT$4,469
NT$5,005 total
includes taxes & fees
Aug 30 - Aug 31
Home2 Suites by Hilton Michigan City

7. 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.
NT$3,392
NT$3,799 total
includes taxes & fees
Sep 6 - Sep 7
Best Western University Inn At Valparaiso

8. Country Inn & Suites by Radisson, Michigan City, IN

Country Inn & Suites by Radisson, Michigan City, IN
Michigan City
  • Family-friendly adventure awaits at this inviting Michigan City hotel, with an indoor pool, hot tub, and easy access to beach fun.
NT$3,892
NT$4,359 total
includes taxes & fees
Aug 31 - Sep 1
Country Inn & Suites by Radisson, Michigan City, IN

9. Econo Lodge Portage

Econo Lodge Portage
Portage
NT$1,702
NT$1,906 total
includes taxes & fees
Sep 6 - Sep 7
Econo Lodge Portage

10. Quality Inn & Suites Portage Central

Quality Inn & Suites Portage Central
Portage
NT$2,471
NT$2,768 total
includes taxes & fees
Aug 30 - Aug 31
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

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

8/10 Good
"Hotel room was very nice. Distance from parking to hotel to room was quite a bit, but I'm a walker, I could see how it might affect other people. The staff at the hotel were very nice, had an issue with my room (due to loud people in the next adjoining room) and they moved me to a another room, without an adjoining room with no problem. Housekeeper that helped me was very kind and the new room was quiet. "
Liz 1-night trip
Posted 7 hours ago
Blue Chip Casino Hotel and Spa
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

8/10 Good
"u liked the biscuits and gravy at breakfast. However, it would have been better if the biscuits were warmed."
Ralph 2-night trip
Posted 9 hours ago
Baymont by Wyndham New Buffalo
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

8/10 Good
"Great location and clean"
Mark 1-night trip
Posted 21 hours ago
Quality Inn Near Interstate I94
Baymont by Wyndham Michigan City

Baymont by Wyndham Michigan City

8/10 Good
"We loved that it was in town, we had grocery stores and restaurants right down the road (it is next door to Raising Canes, YUM!). Our fridge in our room didn't work but maintenance swapped it out within an hour. Loved the pool and hot tub! Would of been nice to have access to the outside sitting area, it was locked and couldn't get in. Overall, it was a decent hotel, we mostly just slept there, the beds were comfortable! Could use some updating but we enjoyed our time there."
Celena 2-night trip
Posted 2 days ago
Baymont by Wyndham Michigan City
Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

8/10 Good
"The hotel and staff were great. Cleaning staff need to notify maintenance when there are issues with the showers or slow running drains."
JoAnn 2-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Michigan City
Best Western Indian Oak

Best Western Indian Oak

8/10 Good
"The accommodations were adequate. The decorations in the room could be updated."
Geraldine 1-night trip
Posted 6 days ago
Best Western Indian Oak

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?
Comfort Inn & Suites Porter near Indiana Dunes 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 Best Western Indian Oak 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 National Park and Indiana Dunes Visitor Center. Make sure you have plenty of time to take in the area's activities like Lake Michigan and Indiana Dunes State Park.

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