Search for Cheap Deals onHotels in Chesterton
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Choose from 1378 Chesterton Hotel Deals

Spring House Inn
Reviewed on Jul 11, 2025

Best Western Indian Oak
Reviewed on Jul 14, 2025

Hilton Garden Inn Chesterton
Reviewed on Jun 26, 2025

Waterbird Lakeside Inn
Reviewed on Jul 13, 2025

Comfort Inn & Suites Porter near Indiana Dunes
Reviewed on Jul 13, 2025

Quality Inn Chesterton near Indiana Dunes National Park I-94
Reviewed on Jul 7, 2025

Fairbridge Inn Express Chesterton
Reviewed on Jul 10, 2025

Furness Mansion
Reviewed on Jul 1, 2025

Blue Chip Casino Hotel and Spa
Reviewed on Jul 14, 2025

Four Winds Casino Resort – New Buffalo
Reviewed on Jul 14, 2025

Baymont by Wyndham New Buffalo
Reviewed on Jul 14, 2025

Baymont by Wyndham Michigan City
Reviewed on Jul 15, 2025
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 1,378 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 1,378 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.
Top Booked Hotels in Chesterton
- Best Western Indian Oak
- Hilton Garden Inn Chesterton
- Comfort Inn & Suites Porter near Indiana Dunes
- Quality Inn Chesterton near Indiana Dunes National Park I-94
- Fairbridge Inn Express Chesterton
- Blue Chip Casino Hotel and Spa
- Baymont by Wyndham New Buffalo
- Baymont by Wyndham Michigan City
- Ameristar Casino Hotel East Chicago
- Quality Inn Near Interstate I94
- Fairfield Inn and Suites By Marriott Merrillville
- Baymont by Wyndham Portage Indiana Dunes
- Hotels near Indiana Dunes National Park
- Hotels near Indiana Dunes State Park
- Hotels near Indiana Dunes Visitor Center
- Hotels near Bailly Homestead - American Indians and Fur Traders
- Hotels near Lustron House
- Hotels near Coffee Creek Watershed Conservancy Preserve
- Hotels near Chellberg Farm
- Hotels near Chesterton Art Center
- Hotels near Lake Michigan
- Hotels near Four Winds Casino New Buffalo
- Hotels near Blue Chip Casino
- Hotels near Hard Rock Casino Northern Indiana
- Hotels near New Buffalo Public Beach
- Hotels near Local
- Hotels near Ameristar Casino East Chicago
- Hotels near Deep River Water Park
- Hotels with Free Parking in Chesterton
- Family Hotels in Chesterton
- Hotels with a Pool in Chesterton
- Hotels with Hot Tubs in Chesterton
- Resorts & Hotels with Spas in Chesterton
- Beach Hotels in Chesterton
- Luxury Hotels in Chesterton
- Hotels with an Indoor Pool in Chesterton
- Pet-friendly Hotels in Chesterton
- Romantic Hotels in Chesterton
- New Buffalo Hotels
- Michigan City Hotels
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