Search for Cheap Deals on
Hotels in Chesterton

Check Last Minute Chesterton Hotel Deals

Tonight Apr 3 - Apr 4This weekend Apr 3 - Apr 5

Choose from 1438 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! (1,004 reviews)
Front desk people are the best!!

Reviewed on Apr 2, 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 ...
8.8/10 Excellent! (1,000 reviews)
Need to update rooms. The staff need to learn how to attend to guest and not be on their phones all the time. The breakfast was okay but wasnt really hot. Decided to stay a second day and found bugs in room kids running and screaming up and down hallways when we were trying to sleep starting at 7am. ...

Reviewed on Apr 1, 2026

Spring House Inn
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! (1,002 reviews)
The room ac kept turning on and off every few minutes and didn't cool the room down. There is a main road right next to the hotel and an interstate highway just beyond that and our room faced them. I'm a lite sleeper and the noise from traffic kept me up most of the night. The fire alarm for the ...

Reviewed on Apr 1, 2026

Comfort Inn & Suites Porter near Indiana Dunes
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! (1,000 reviews)
Nice View!

Reviewed on Mar 22, 2026

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
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! (1,000 reviews)
The staff and hotel is nice, but the room and bathroom could use a deep cleaning.

Reviewed on Mar 22, 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 ...
8.4/10 Very Good! (1,995 reviews)
Lobby clean and staff friendly. Smoke filled casino. Nonsmokers had to walk thru smoking areas to get to nonsmoking area. Blue chip tower needs TLC as seemed outdated. Parking in covered garage convenient.

Reviewed on Apr 2, 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 ...
9.4/10 Exceptional! (1,798 reviews)
Coffee ☕

Reviewed on Apr 3, 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 ...
6.4/10 (1,003 reviews)
My hotel room smelled like cigarette smoke. Even though it was about 90% clean, there were a few details that could be considered dirty. Within the entire complex, the hotel is practically at the very end—far away from everything. If you’re looking for a place near shops or restaurants, this isn’t ...

Reviewed on Apr 1, 2026

Motel 6 Hammond, IN - Chicago Area
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 ...
8.6/10 Excellent! (1,000 reviews)
The beds was terrible on the 12th floor we was dropping down into the beds very uncomfortable. The toilet were a little too low

Reviewed on Mar 31, 2026

Ameristar Casino Hotel East Chicago
FairBridge Inn Express Merrillville

FairBridge Inn Express Merrillville

2 out of 5
8250 Louisiana Street Merrillville IN
  • 44 min drive from Indiana Dunes National Park
Stay at this motel in Merrillville. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (578 reviews)
Definitely needs some updates (which looks like are being slowly done). But a quiet place close to food

Reviewed on Apr 1, 2026

FairBridge Inn Express Merrillville
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 ...
7/10 Good! (1,008 reviews)
The room was not very clean. There was no Wi-Fi, so the TV did not work. It was the cheapest room in the area, so we just accepted the trade off, unfortunately. It's worth it to save a few bucks if you have flexible standards. I don't think I'll be staying there again.

Reviewed on Apr 3, 2026

Country Inn & Suites by Radisson, Merrillville, IN
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

2.5 out of 5
11500 Holiday Dr 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 helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (1,002 reviews)
Ok

Reviewed on Apr 2, 2026

Holiday Inn Express & Suites New Buffalo by IHG
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 1,438 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 $56. 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 $56.

How many hotels are there in Chesterton?

With over 1,438 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 $56.

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.