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Find Luxury Hotels in Chesterton, IN

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Check availability on Chesterton Luxury Hotels

Top Chesterton Luxury Hotels

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

Waterbird Lakeside Inn

2.0 star property
Chesterton
8.2 out of 10, Very Good, (982)
"Balcony was a nice extra. Room was clean and bed was comfortable. I’d stay here again if in the area"
United States
Jorge
Waterbird Lakeside Inn
Free daily continental breakfast
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 star property
Chesterton
8.0 out of 10, Very Good, (713)
"Clean room, easy check in"
United States
Billy
The price is AED 284
AED 318 total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn Chesterton near Indiana Dunes National Park I-94
Lobby
Best Western Indian Oak

Best Western Indian Oak

2.5 star property
Chesterton
8.6 out of 10, Excellent, (1008)
"It was very nice, with great access to the national park."
United States
leona ann
The price is AED 343
AED 385 total
includes taxes & fees
27 Nov - 28 Nov
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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Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"property was nice and clean and the employees were polite and professional. Would stay again"
Evelyn 1-night trip
Posted 2 days ago
Blue Chip Casino Hotel and Spa

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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 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 Lake Michigan, Lustron House, and Chellberg Farm. If you have extra time while you're in the area, you might want to see Indiana Dunes Visitor Center and Bailly Homestead - American Indians and Fur Traders.