Find Luxury Hotels in Chesterton, IN

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Chesterton Luxury Hotels

Top Chesterton Luxury Hotels

Waterbird Lakeside Inn

2.0 star property
8.0 out of 10, Very Good, (835)
"Loved being right on the lake"
The price is SAR 450
SAR 504 total
includes taxes & fees
6 Jul - 7 Jul
Waterbird Lakeside Inn

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 star property
8.0 out of 10, Very Good, (606)
"Great location and clean rooms."
The price is SAR 368
SAR 412 total
includes taxes & fees
23 Jun - 24 Jun
Quality Inn Chesterton near Indiana Dunes National Park I-94

Best Western Indian Oak

2.5 star property
8.6 out of 10, Excellent, (1004)
"Nice place for a quick stay. "
The price is SAR 488
SAR 546 total
includes taxes & fees
10 Jun - 11 Jun
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.

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 Lake Michigan, 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, Lake Michigan, and Indiana Dunes Visitor Center. If you have extra time while you’re in the area, you might want to see Bailly Homestead - American Indians and Fur Traders and Coffee Creek Watershed Conservancy Preserve.