Title: Book the Best HISTORIC Hotels in Chesterton in 2025 | Expedia.ca [Hotels in Chesterton](https://expedia.ca/Chesterton-Hotels.d7214.Travel-Guide-Hotels)[Vacation Rentals in Chesterton](https://expedia.ca/Chesterton-Vacation-Rentals.d7214.Travel-Guide-VacationRentals)[Things to do in Chesterton](https://expedia.ca/Things-To-Do-In-Chesterton.d7214.Travel-Guide-Activities)[Chesterton Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterton.d7214.Car-Rental-Guide)[Chesterton Vacation Packages](https://expedia.ca/Chesterton.d7214.Destination-Travel-Guides) ![Indiana Dunes State Park showing general coastal views and a beach as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/232000/232034-Indiana-Dunes-State-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Chesterton, IN from CA $436 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chesterton Historic Hotels Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chesterton Historic Hotels ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112740000/112738400/112738317/a050bc8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112740000/112738400/112738317/14b039e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112740000/112738400/112738317/d4868a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112740000/112738400/112738317/8ea2325a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Designer Loft Within Walking Distance to Restaurants, Bars & Beach! Pet Friendly Michigan City 9.4/10 Exceptional (10) "Excellent property with amazing restaurants! This place exceeded our expectations. I would definitely recommend to anyone visiting Michigan City. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne CA $189 CA $464 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Michigan-City-Hotels-Designer-Loft-Within-Walking-Distance-To-Restaurants.h112738317.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119620000/119611400/119611330/w904h683x60y0-f1101b3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/120000000/119620000/119611400/119611330/w903h683x60y0-e543fd0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119620000/119611400/119611330/w906h683x59y0-1a965489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/119620000/119611400/119611330/9e77a378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Moroccan Hideaway Michigan City 10/10 Exceptional (3) "Cute and cozy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Irene D. CA $189 CA $484 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Michigan-City-Hotels-The-Moroccan-Hideaway.h119611330.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78760000/78758700/78758615/e8192fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/79000000/78760000/78758700/78758615/ceee5287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/79000000/78760000/78758700/78758615/3b4be089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78760000/78758700/78758615/c82e159c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino! Michigan City 9.8/10 Exceptional (32) "Great stay The place was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa M. CA $213 CA $503 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Michigan-City-Hotels-Uptown-Penthouse-On-Pine-By-Lake-Michigan.h78758615.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34470000/34466400/34466349/75f01572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34470000/34466400/34466349/3bef9c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34470000/34466400/34466349/05bcffd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/35000000/34470000/34466400/34466349/e3ef7b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Restored 1870 Victorian Home in Historic LaPorte, IN all for you.. La Porte 9.8/10 Exceptional (82) "We enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ramona M. CA $340 CA $436 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/La-Porte-Hotels-Restored-1870-Victorian-Home-In-Historic-LaPorte.h34466349.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/69000000/68930000/68923900/68923845/5008e2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68930000/68923900/68923845/83d65721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68930000/68923900/68923845/25d100a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68930000/68923900/68923845/92c83993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On Lake Shore Drive, Across St From Beach & Beach Stop, Lake MI Views Michigan City 9.6/10 Exceptional (74) "House was very clean and not too far from the beach. Loved sitting on the porch listening to the water. Will definitely be booking again next year. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca B. CA $614 CA $707 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Michigan-City-Hotels-On-Lake-Shore-Drive.h68923845.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08®ionId=7214&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chesterton Hotel Reviews ![Ameristar Casino Hotel East Chicago](//images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/429a2c05_y.jpg) ### Ameristar Casino Hotel East Chicago 10/10 Excellent "Wonderful " [](https://expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) ## Frequently asked questions ### What can I expect on my historical trip to Chesterton? > You're already probably planning a visit to historically relevant sites during your trip to Chesterton. While you're here, you can visit the shops and beaches. You can also relish a trip to the restaurants during your stay. ### How many historical hotels will I find in Chesterton? > In Chesterton, you'll find 61 hotels and other lodging options bookable on Expedia but not many designated as historic hotels. ### What are the most important historical places and other sights to visit in Chesterton? > Chesterton is notable for landmarks like Lustron House, Bailly Homestead - American Indians and Fur Traders, and Chellberg Farm. Natural beauty is on display at Indiana Dunes National Park, Lake Michigan, and Indiana Dunes Visitor Center. A couple of additional sights to add to your agenda are Coffee Creek Watershed Conservancy Preserve and Indiana Dunes State Park. ### What is a historic hotel like in Chesterton? > When you choose a historic hotel, you'll sleep someplace that has an officially recognized historic designation. A castle, a palace or even a pub or an old police station can be considered a historic hotel as long as it has special significance. Traditional architecture and period features are typically found in the guestrooms or communal spaces of these historic hotels in Chesterton, bringing the history to life. ### What is the difference between a historic hotel and a heritage hotel? > You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels tend to be what's most significant. For a heritage hotel, it's mainly the cultural value and how it inspired the community. ### Do historic hotels in Chesterton have modern facilities? > Hotel interiors feature the modern conveniences and safety features you might expect, but every effort is made to preserve treasured traditions and historic facades. WiFi, heating and air conditioning, updated bathroom facilities, and the amenities found at a contemporary hotel will be available in a historic hotel. 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