Find Luxury Hotels in Chesterton, IN

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Check availability on Chesterton Luxury Hotels

Tonight
6 May - 7 May
Tomorrow
7 May - 8 May
This weekend
9 May - 11 May
Next weekend
16 May - 18 May

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

Waterbird Lakeside Inn
2 Double Bed, Lake View | Iron/ironing board, free WiFi, bed sheets

Waterbird Lakeside Inn

2.0 star property
8.0 out of 10, Very Good, (813)
"OMG so wonderful waking up to the sounds of hirds in the lake!! Great room, comfy beds and great little town!!!"
The price is AED 297
AED 333 total
includes taxes & fees
7 May - 8 May
Waterbird Lakeside Inn
Quality Inn Chesterton near Indiana Dunes National Park I-94
Down comforters, desk, laptop workspace, blackout drapes

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 star property
8.0 out of 10, Very Good, (582)
"Nice staff, quick check in, good location Enjoyed breakfast"
The price is AED 264
AED 296 total
includes taxes & fees
19 May - 20 May
Quality Inn Chesterton near Indiana Dunes National Park I-94
Best Western Indian Oak
Lobby

Best Western Indian Oak

2.5 star property
8.6 out of 10, Excellent, (1001)
"We had such a great time watching wildlife on the lake right outside our rooms. "
The price is AED 312
AED 350 total
includes taxes & fees
13 May - 14 May
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. 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.