Explore 3 Luxury Hotels in Chesterton

Name: Quality Inn Chesterton near Indiana Dunes National Park I-94
Rating: 8

Best Luxury Hotels in Chesterton

Best Western Indian Oak

558 Indian Boundary Road, Chesterton, IN

Fully refundableReserve now, pay when you stay

This hotel features an indoor pool and a 24-hour gym. Enjoy the sauna and free perks like continental breakfast and free self parking. A 24-hour business center, ...

8.4/10 Very Good! (1,001 reviews)

"Everything was good!"

Reviewed on Jun 21, 2025

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Waterbird Lakeside Inn

556 Indian Boundary Road, Chesterton, IN

Fully refundableReserve now, pay when you stay

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-in, express check-out, and laundry facilities are also on ...

8/10 Very Good! (843 reviews)

"It was clean and bed was comfortable. The most amazing part is the small lake right outside the room. We saw swans with babies, Canada geese with babies, an otter, a couple turtles, a couple of cranes, that was amazing! You can tell the hotel is older and the owners are maybe newer and trying to ..."

Reviewed on Jun 20, 2025

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Quality Inn Chesterton near Indiana Dunes National Park I-94

418 Council Road, Chesterton, IN

Fully refundableReserve now, pay when you stay

A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. ...

8/10 Very Good! (611 reviews)

"Front desk staff was amazing. Friendly and helpful"

Reviewed on Jun 21, 2025

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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.

Chesterton Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Chesterton luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Chesterton to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Chesterton will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Chesterton, and plan your next opulent escape.

Chesterton hotels essential information

Accommodation	1,348 hotels
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Popular hotels	Waterbird Lakeside Inn, Quality Inn Chesterton near Indiana Dunes National Park I-94, Best Western Indian Oak