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Choose from 1437 Chesterton Hotel Deals

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 helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,001 reviews)
"Parking was right outside our room and we had a patio door which made getting items in and out very easy."

Reviewed on Jun 23, 2026

Best Western Indian Oak
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 ...
9/10 Wonderful! (1,013 reviews)
"I can’t wait to go back again"

Reviewed on Jun 25, 2026

Spring House Inn
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. ...
8.2/10 Very Good! (1,001 reviews)
"The person checking us in was very pleasant and informative. However, the room definitively needed updating. There were places on the walls that had been primed but not painted and paint on the molding around the bathroom door. The view of the lake from the balcony was nice."

Reviewed on Jun 23, 2026

Waterbird Lakeside Inn
Furness Mansion

Furness Mansion

2 out of 5
1491 N Furnleigh Ln Chesterton IN
  • 6 min drive from Indiana Dunes National Park
Stay at this hotel in Chesterton. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Indiana Dunes National Park and Indiana Dunes ...
8.8/10 Excellent! (68 reviews)
"this was more like an Air B&B experience than a hotel experience. Very comfortable beds and bedding, beautiful property, friendly communication with host."

Reviewed on Jun 25, 2026

Furness Mansion
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
Book a stay at this business-friendly hotel in Chesterton. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.8/10 Excellent! (1,003 reviews)
"Clean and well maintained hotel. Convenient items for sale in the lobby and a coffee shop right across the street."

Reviewed on Jun 24, 2026

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! (1,001 reviews)
"Staff helpful and took care of any questions or needs quickly and efficiently. Breakfast ok nothing special but fed kids before getting on the road. Area quiet and easy to access. Thankyou."

Reviewed on Jun 24, 2026

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! (762 reviews)
"Overnight stay on way to Chicago,it was close to freeway, quick check in, free breakfast and room was reasonable . Overall good for the price"

Reviewed on Jun 24, 2026

Quality Inn Chesterton near Indiana Dunes National Park I-94
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
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,941 reviews)
"Great pool, no hot tub functioning for a long time."

Reviewed on Jun 25, 2026

Four Winds Casino Resort – New Buffalo
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
Book a stay at this 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 ...
8.4/10 Very Good! (2,144 reviews)
"Will be back"

Reviewed on Jun 23, 2026

Blue Chip Casino Hotel and Spa
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
Book a stay at this beach hotel in East Chicago. Enjoy free parking, 5 restaurants, and a marina. Our guests praise the helpful staff and the clean rooms in ...
Ameristar Casino Hotel East Chicago
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

2.5 out of 5
18830 Laporte Rd New Buffalo MI
  • 41 min drive from Indiana Dunes National Park
Stay at this hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,216 reviews)
"Easy check in, good location, outdated bathroom. The furniture needs to be replaced in hotel room. The cover on the chair was kinda off putting makes you wonder why it needs a cover. Good a/c, quiet, the smallest pillows I’ve ever seen for a king sized bed but the bed was comfortable. Better breakfast ..."

Reviewed on Jun 24, 2026

Quality Inn Near Interstate I94
Country Inn & Suites by Radisson, Merrillville, IN

Country Inn & Suites by Radisson, Merrillville, IN

3 out of 5
8311 Ohio Merrillville IN
  • 45 min drive from Indiana Dunes National Park
Book a stay at this business-friendly hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.2/10 Good! (1,042 reviews)
"Not worth what I paid. Below average..Air did not work not well maintained. I will never stay again."

Reviewed on Jun 24, 2026

Country Inn & Suites by Radisson, Merrillville, IN
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 1,437 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 $96. 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 $96.

How many hotels are there in Chesterton?

With over 1,437 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 $96.

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.