A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Luxury Hotels

Tonight
Aug 19 - Aug 20
Tomorrow
Aug 20 - Aug 21
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Chesterton luxury hotels

A modern lobby with a sofa, coffee table, and a fireplace.
A bar area with a counter, multiple TVs, and a seating area with chairs and tables.
A multi-story hotel with a prominent 'AMERISTAR' sign, featuring a modern architectural design with large windows and a flat roof.
A modern hotel lobby with a coffee station, seating area, and a reception desk.

1. Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago
East Chicago
  • Art Deco elegance meets beachfront luxury with casino thrills, fine dining, and marina views.
￥16,595
￥20,500 total
includes taxes & fees
Aug 31 - Sep 1
Ameristar Casino Hotel East Chicago
View all properties

Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"It's a casino. Two restaurants on the ground floor one of them is always open. Only thing I didn't like was the self parking is a bit of a walk but it is well surveilled."
Jacob 1-night trip
Posted 8 hours ago
Blue Chip Casino Hotel and Spa
Best Western Indian Oak

Best Western Indian Oak

8/10 Good
"The room and lobby were fine. Due to the recent storms that went through there was no elevator and only packaged muffins, cereal, juice and coffee for breakfast. Not their fault, but no compensation either."
Judy 1-night trip
Posted 10 hours ago
Best Western Indian Oak
Super 8 by Wyndham Merrillville

Super 8 by Wyndham Merrillville

10/10 Excellent
"Thank for refunding my stay. Based on power outages in NW Indiana."
Dorothy 2-night trip
Posted 13 hours ago
Super 8 by Wyndham Merrillville
Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"Room and bathroom were clean. Everything worked inclueding the iron. Stores and food places very close. Attended a wedding at the very nice venue right next door, can't remember the name, sorry. Nice view of the lake, balcony over hangs the water pretty cool. AC worked great, I had a very comfortable stay very convenient for the wedding I attended."
Tim 2-night trip
Posted 1 day ago
Waterbird Lakeside Inn
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

8/10 Good
"Clean, comfortable room!"
Mara 3-night trip
Posted 4 days ago
Baymont by Wyndham New Buffalo

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Chesterton?
Let Expedia help you arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare Intl. Airport (ORD) airport, and then choose from some places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Chesterton offers. Known for its restaurants, Chesterton also has some interesting things to see and do including Indiana Dunes National Park and Indiana Dunes State Park, so you may want to take in the local sights during your visit.
When can I expect good weather in Chesterton?
Planning for the weather is an important factor for making your trip to Chesterton a success, especially when you're splurging. 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 in Chesterton?
Enjoy Chesterton and visit Indiana Dunes National Park, Indiana Dunes State Park, and Lake Michigan. If you have extra time while you're in the area, you might want to see Lustron House and Indiana Dunes Visitor Center.

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