Search for Cheap Deals on
Hotels in Chesterton

Check Last Minute Chesterton Hotel Deals

Tonight Feb 8 - Feb 9Next weekend Feb 13 - Feb 15

Choose from 1411 Chesterton Hotel Deals

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)
Clean room

Reviewed on Feb 6, 2026

Comfort Inn & Suites Porter near Indiana Dunes
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)
Cute wallpaper, quaint

Reviewed on Feb 2, 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. ...
8/10 Very Good! (996 reviews)
Clean room. Jet tub was clean and relaxing.

Reviewed on Jan 26, 2026

Waterbird Lakeside 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 helpful staff and the clean rooms in ...
8.4/10 Very Good! (1,002 reviews)
Friendly staff, clean and comfy

Reviewed on Jan 10, 2026

Best Western Indian Oak
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 ...
8.6/10 Excellent! (1,000 reviews)
Everything Was great as always

Reviewed on Jan 25, 2026

Hilton Garden Inn 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
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 ...
8.2/10 Very Good! (1,932 reviews)
Room as it should be

Reviewed on Feb 5, 2026

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
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 ...
9.2/10 Wonderful! (1,681 reviews)
Very nice casino and rooms.

Reviewed on Feb 1, 2026

Four Winds Casino Resort – New Buffalo
Motel 6 Hammond, IN - Chicago Area

Motel 6 Hammond, IN - Chicago Area

2 out of 5
3840 179th St Hammond IN
  • 47 min drive from Indiana Dunes National Park
Stay at this motel in Hammond. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.2/10 (1,007 reviews)
Yes

Reviewed on Feb 1, 2026

Motel 6 Hammond, IN - Chicago Area
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 ...
6.8/10 (1,022 reviews)
Very clean. Amazing staff.

Reviewed on Feb 1, 2026

Baymont by Wyndham New Buffalo
Comfort Inn Hobart-Merrillville I-65

Comfort Inn Hobart-Merrillville I-65

2.5 out of 5
1915 Mississippi St Hobart IN
  • 39 min drive from Indiana Dunes National Park
Book a stay at this business-friendly hotel in Hobart. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
6.8/10 (719 reviews)
Staff was friendly. Good location.

Reviewed on Feb 1, 2026

Comfort Inn Hobart-Merrillville I-65
Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond

Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond

2.5 out of 5
7720 Corinne Dr Hammond IN
  • 50 min drive from Indiana Dunes National Park
Book a stay at this business-friendly hotel in Hammond. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
8/10 Very Good! (990 reviews)
The room was spotless, and the staff was awesome. Will be back there soon.

Reviewed on Feb 7, 2026

Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond
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 ...
8.4/10 Very Good! (1,000 reviews)
Front desk staff was very helpful . I can’t rennet her name but, she had beautiful long and red hair .She was exceptionally and also the gentleman with the glasses on the night shift.. House keeper need to service room or least amenities

Reviewed on Feb 3, 2026

Ameristar Casino Hotel East Chicago
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

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Chesterton hotel with Hotwire to complete your one-of-a-kind travel checklist.

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 1,411 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 $58. 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 $58.

How many hotels are there in Chesterton?

With over 1,411 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 $58.

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.