Explore 3 Luxury Hotels in Chesterton

Name: Quality Inn Chesterton near Indiana Dunes National Park I-94
Price range: $94 total
Rating: 8

Best Luxury Hotels in Chesterton

Best Western Indian Oak

558 Indian Boundary Road, Chesterton, IN

Fully refundableReserve now, pay when you stay

$110 nightly

$124 total

Aug 13 - Aug 14

Total includes taxes and fees

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! (1,004 reviews)

"I liked the small lake by the breakfast dining area and the hotel was very clean and staff was wonderful."

Reviewed on Jul 16, 2025

Waterbird Lakeside Inn

556 Indian Boundary Road, Chesterton, IN

Fully refundableReserve now, pay when you stay

$112 nightly

$125 total

Jul 27 - Jul 28

Total includes taxes and fees

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! (884 reviews)

"The room was very clean and the ved was extremely comfortable. I loved the view of the lake and the balcony was just big enough for me to do yoga in the morning. Some of the interior could use some replacements and renovations, but it was comfortable and affordable."

Reviewed on Jul 17, 2025

Quality Inn Chesterton near Indiana Dunes National Park I-94

418 Council Road, Chesterton, IN

Fully refundableReserve now, pay when you stay

$84 nightly

$94 total

Aug 24 - Aug 25

Total includes taxes and fees

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! (643 reviews)

"The building isn’t fancy at first glance but inside is very nice and so clean. The staff was very friendly and as a single woman traveling alone I fly very safe there."

Reviewed on Jul 18, 2025

Don't see what you're looking for?

See all available properties in Chesterton

View all properties

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	1,377 hotels
Lowest Price	$94
Highest Price	$125
Popular hotels	Waterbird Lakeside Inn, Quality Inn Chesterton near Indiana Dunes National Park I-94, Best Western Indian Oak

Popular Luxury Stays in Chesterton

Recent Chesterton Hotel Reviews By Fellow Wanderers

Blue Chip Casino Hotel and Spa

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"The property had a lot of options for restaurants and entertainment. It was very clean and close to the beach."

A verified traveler stayed at Blue Chip Casino Hotel and Spa

Quality Inn Chesterton near Indiana Dunes National Park I-94

5 out of 5

Posted 6 days ago

Travelocity Verified Review

"The building isn’t fancy at first glance but inside is very nice and so clean. The staff was very friendly and as a single woman traveling alone I fly very safe there. "

A verified traveler stayed at Quality Inn Chesterton near Indiana Dunes National Park I-94

Waterbird Lakeside Inn

5 out of 5

Posted 8 days ago

Travelocity Verified Review

"The room was very clean and the ved was extremely comfortable. I loved the view of the lake and the balcony was just big enough for me to do yoga in the morning. Some of the interior could use some replacements and renovations, but it was comfortable and affordable. "

A verified traveler stayed at Waterbird Lakeside Inn