Find Luxury Hotels in Chesterton, IN

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Compare Chesterton Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Waterbird Lakeside Inn
Exterior detail

Waterbird Lakeside Inn

2.0 star property
8.0 out of 10, Very Good, (785)
"Beautiful views. Large rooms with comfortable beds. Reasonable rates and friendly staff. Needs some updates here and there, but overall, a nice place to stay. No continental breakfast, but maybe a nice big pot of fresh coffee would of been appreciated rather than the little weak brew they have in the room. Dunkin was across the street, so we didn't have to go far for a fix. LOL"
The price is AED 297
AED 333 total
includes taxes & fees
23 Dec - 24 Dec
Waterbird Lakeside Inn
Quality Inn Chesterton near Indiana Dunes National Park I-94
Exterior

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 star property
8.0 out of 10, Very Good, (561)
"We've stayed there multiple times. It's not a pretty area but it's not far from nice areas so I get my walking fix."
The price is AED 281
AED 315 total
includes taxes & fees
12 Jan - 13 January 2025
Quality Inn Chesterton near Indiana Dunes National Park I-94
Best Western Indian Oak
Exterior

Best Western Indian Oak

2.5 star property
8.4 out of 10, Very Good, (1003)
"This property was perfect except for one thing. The roo overhead light has a motion sensor so if anyone gets up in middle of night qhole room lights up. Very difficu k t to get any rest. "
The price is AED 312
AED 350 total
includes taxes & fees
29 Dec - 30 Dec
Best Western Indian Oak
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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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. During your visit, you might want to enjoy the restaurants which Chesterton is known for.
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 Kemil Beach. If you have extra time while you’re in the area, you might want to see Lake Michigan and Lustron House.