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Hotels in Chesterton

Choose from 1377 Chesterton Hotel Deals

Spring House Inn

Spring House Inn

2.5 out of 5
303 N Mineral Springs Rd, Chesterton, IN
  • 6 min drive from Indiana Dunes National Park
Book a stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,003 reviews)
"The property was very nice, clean and quiet. The rooms were big and quiet. The staff were very good."

Reviewed on Jul 18, 2025

Spring House Inn
Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
  • 6 min drive from Indiana Dunes National Park
Stay at this hotel in Chesterton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. ...
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

Best Western Indian Oak
Waterbird Lakeside Inn

Waterbird Lakeside Inn

2 out of 5
556 Indian Boundary Road, Chesterton, IN
  • 6 min drive from Indiana Dunes National Park
Stay at this hotel in Chesterton. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (883 reviews)
"Mattress and sheets were fantastic- lake view is awesome!"

Reviewed on Jul 21, 2025

Waterbird Lakeside Inn
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3 out of 5
501 Gateway Boulevard, Chesterton, IN
  • 13 min drive from Indiana Dunes National Park
Stay at this 3-star business-friendly hotel in Chesterton. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,000 reviews)
"We loved staying here."

Reviewed on Jun 26, 2025

Hilton Garden Inn Chesterton
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

2.5 out of 5
1800 West US Highway 20, Chesterton, IN
  • 8 min drive from Indiana Dunes National Park
Book a stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,006 reviews)
"Nice breakf, quiet and clean plece"

Reviewed on Jul 17, 2025

Comfort Inn & Suites Porter near Indiana Dunes
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 out of 5
418 Council Road, Chesterton, IN
  • 7 min drive from Indiana Dunes National Park
Book a stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (641 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

Quality Inn Chesterton near Indiana Dunes National Park I-94
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

2 out of 5
713 Plaza Dr., Chesterton, IN
  • 6 min drive from Indiana Dunes National Park
Book a stay at this business-friendly hotel in Chesterton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
6.6/10 (312 reviews)
"This Inn is a lovely place with luxurious king beds. It was quite an enjoyable place to stay and all the staff was very friendly. 10/10. No pool but you really can't beat it for the price"

Reviewed on Jul 10, 2025

Fairbridge Inn Express Chesterton
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive, Michigan City, IN
  • 22 min drive from Indiana Dunes National Park
Stay at this 3.5-star spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,621 reviews)
"Great place to stay/!"

Reviewed on Jul 20, 2025

Blue Chip Casino Hotel and Spa
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road, New Buffalo, MI
  • 44 min drive from Indiana Dunes National Park
Stay at this 3.5-star business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (1,411 reviews)
"The hotel casino is located conveniently to other attractions. The casino was fun but I lost too much money."

Reviewed on Jul 19, 2025

Four Winds Casino Resort – New Buffalo
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

2.5 out of 5
18800 Harbor Country Drive, New Buffalo, MI
  • 41 min drive from Indiana Dunes National Park
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the clean rooms ...
6.6/10 (1,003 reviews)
"The front desk lady was very sweet and helpful. My stay was great!"

Reviewed on Jul 19, 2025

Baymont by Wyndham New Buffalo
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd., East Chicago, IN
  • 43 min drive from Indiana Dunes National Park
Stay at this 4-star beach hotel in East Chicago. Enjoy 5 restaurants, a marina, and a casino. Our guests praise the helpful staff and the clean rooms in our ...
8.4/10 Very Good! (1,009 reviews)
Passing Through
"My husband and I were passing through on business... So we didn't get the full experience because it was just for 1 night as we were passing through. But the room was clean and comfortable. Maybe if we're passing through again we can get the full experience. Check in was smooth and welcoming. Check ..."

Reviewed on Jul 19, 2025

Ameristar Casino Hotel East Chicago
Baymont by Wyndham Michigan City

Baymont by Wyndham Michigan City

2.5 out of 5
4128 South Franklin Street, Michigan City, IN
  • 20 min drive from Indiana Dunes National Park
Book a stay at this business-friendly hotel in Michigan City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
5.6/10 (1,016 reviews)
"The property is right in the middle of everything which is so convenient!! Me and my youngest daughter stayed for 4 days and really enjoyed it! We went shopping, ate at a few of the local restaurants, rode the train to Chicago, and went to the beach! It is an older hotel so there's no elevator so ..."

Reviewed on Jul 21, 2025

Baymont by Wyndham Michigan City
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.

Find cheap hotels in Chesterton

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Chesterton.

Choosing the right hotel in Indiana has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Chesterton’s 1,377 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $90. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Chesterton hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Chesterton. No matter your reason for visiting Chesterton, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Chesterton hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Chesterton for as low as $90.

How many hotels are there in Chesterton?

With over 1,377 hotels in Chesterton, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $90.

How to find cheap car rentals in Chesterton?

Finding a cheap car rental deal in Chesterton is as easy as scoring cheap hotels in Chesterton. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.