Title: The Best Chesterton, IN Chalets from $164 | Expedia.com [Chesterton Travel Guide](https://expedia.com/Chesterton.dx7214)[Hotels in Chesterton](https://expedia.com/Chesterton-Hotels.d7214.Travel-Guide-Hotels)[Vacation Rentals in Chesterton](https://expedia.com/Chesterton-Vacation-Rentals.d7214.Travel-Guide-VacationRentals)[Flights to Chesterton](https://expedia.com/Cheap-Flights-To-Chesterton.d7214.Travel-Guide-Flights)[Things to do in Chesterton](https://expedia.com/Things-To-Do-In-Chesterton.d7214.Travel-Guide-Activities)[Car Rentals in Chesterton](https://expedia.com/Car-Rentals-In-Chesterton.d7214.Car-Rental-Guide)[Chesterton Vacation Packages](https://expedia.com/Chesterton.d7214.Destination-Travel-Guides) ![Lake Michigan. Path off Trail 9 at one place leads right to the lake. Peaceful to just stand and watch and listen to the waves as they crash to the shore. Trail 9 is the trail to hike if one wants to see the most in the shortest time. Great views throughout the trail. The trail is over 3 miles long and is considered a moderate trail. But certainly worth it. One gets to hike through forest, dunes, and other natural environments and see such a variety of sights. #hiking](https://images.trvl-media.com/place/6091455/985eab23-71e6-415a-af69-65e5707ce659.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ruslian ![](https://images.trvl-media.com/place/6091455/985eab23-71e6-415a-af69-65e5707ce659.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=7214&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=7214&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=7214&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=7214&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterton chalets ![Exterior](https://images.trvl-media.com/lodging/7000000/6370000/6363400/6363384/84b1bad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Triple Room, Ensuite (Captain Whittaker ) | Shared kitchen](https://images.trvl-media.com/lodging/7000000/6370000/6363400/6363384/572448ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Ensuite, Courtyard View (Galien Suite) | Interior](https://images.trvl-media.com/lodging/7000000/6370000/6363400/6363384/35092fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite (Snug Harbor)](https://images.trvl-media.com/lodging/7000000/6370000/6363400/6363384/7d4e4598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Buffalo Inn [](https://www.expedia.com/Benton-Harbor-Hotels-New-Buffalo-Inn-Spa.h6363384.Hotel-Information) Downtown New Buffalo 9.2/10 Wonderful (151 reviews) "We have stayed here many times over the years and we always find the rooms clean, comfortable, and quiet. Within walking distance of downtown. Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis $155 nightly $164 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Benton-Harbor-Hotels-New-Buffalo-Inn-Spa.h6363384.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.com/Hotel-Search?startDate=2026-04-07&endDate=2026-04-08®ionId=7214&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CONDO) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APART_HOTEL) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterton-Chalets.d7214-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterton-Chalets.d7214-aaChalets.Travel-Guide-Accommodation) ## Top Chesterton Hotel Reviews ![Holiday Inn Express & Suites New Buffalo by IHG](https://images.trvl-media.com/lodging/1000000/550000/544000/543985/adce6183_y.jpg) ### Holiday Inn Express & Suites New Buffalo by IHG 10/10 Excellent "Clean room! Nice staff! " [](https://expedia.com/Benton-Harbor-Hotels-Holiday-Inn-Express-Suites-New-Buffalo.h543985.Hotel-Information) ![Comfort Inn Hobart-Merrillville I-65](https://images.trvl-media.com/lodging/1000000/50000/42500/42459/d222dd8e_y.jpg) ### Comfort Inn Hobart-Merrillville I-65 8/10 Good "Pool is empty, breakfast minimal, our room was pretty rough and been abused by previous guests. Bed was amazing! So comfortable. We got what we needed, good nights sleep and a soak in the tub. All is good. " [](https://expedia.com/Hobart-Hotels-Comfort-Inn-Hobart-Merrillville.h42459.Hotel-Information) ![Country Inn & Suites by Radisson, Merrillville, IN](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/5e19e0aa_y.jpg) ### Country Inn & Suites by Radisson, Merrillville, IN 10/10 Excellent "Everything was great " [](https://expedia.com/Merrillville-Hotels-Country-Inn-Suites-By-Radisson.h1353808.Hotel-Information) ![Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/2615544f_y.jpg) ### Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly 10/10 Excellent "One of the best stay we ever had. Amazing view of Michigan Lake and Chicago Skyline. Place was very clean and well maintained, easy parking and host is very friendly and helpful. Will definitely visit again in Summer. " [](https://expedia.com/Chesterton-Hotels-Cabin-53-Steps-From-Porter-Beach-On-Lake-Michigan-Family-Pet-Friendly.h96743172.Hotel-Information) ![Comfort Inn & Suites Porter near Indiana Dunes](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/c493a250_y.jpg) ### Comfort Inn & Suites Porter near Indiana Dunes 2/10 Terrible "This was easily one of the worst hotel stays I’ve ever survived. Check-in started strong with after waiting 30+ min staff telling me I didn’t even have a reservation of the room with garden tub (shoutout to Expedia for apparently having imaginary photos of rooms). After settling, we got a room that smelled like a mix of gas station weed and straight-up farts. Amenities? Questionable. The hot tub had commitment issues (half the jets didn’t work), and the “heated” pool felt like an ice bath training session. The thermostat in the room was broken, so we got to enjoy a full-on sauna experience all night—paired nicely with highway noise loud enough to simulate sleeping on the shoulder. Then came the 1:30 AM fire alarm. We all marched down three flights of stairs and stood around for 20 minutes with zero staff in sight. Turns out someone’s vape caught fire… which we learned from the person responsible in the elevator later. Reassuring. Breakfast was the final boss: broken cereal dispenser, coffee that tasted aggressively like hazelnut regret, and warm yogurt (??). Honestly, I would’ve felt safer and more comfortable sleeping in my car. 0/10, would not return. " [](https://expedia.com/Porter-Hotels-Comfort-Inn-Suites-Near-Indiana-Dunes-State-Park.h3003772.Hotel-Information) ![Holiday Inn Express & Suites Hammond by IHG](https://images.trvl-media.com/lodging/23000000/22250000/22247400/22247367/91a75de2_y.jpg) ### Holiday Inn Express & Suites Hammond by IHG 10/10 Excellent "Todo muy cómodo y comida muy buena " [](https://expedia.com/Hammond-Hotels-Holiday-Inn-Express-Suites-Hammond.h22247367.Hotel-Information) ![Best Western Indian Oak](https://images.trvl-media.com/lodging/1000000/50000/49800/49736/527d397d_y.jpg) ### Best Western Indian Oak 6/10 Okay "There are many restaurants very close. The rooms were very clean and the one person that shined at this property was a Staff member that cleaned all the rooms and helped guests with all their questions. She alone is a 5 star 🌟 " [](https://expedia.com/Chesterton-Hotels-Best-Western-Indian-Oak.h49736.Hotel-Information) ![Ameristar Casino Hotel East Chicago](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/addb149b_y.jpg) ### Ameristar Casino Hotel East Chicago 10/10 Excellent "Clean room " [](https://expedia.com/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) ![Spring House Inn](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/2cbab9a1_y.jpg) ### Spring House Inn 8/10 Good "The TV had issues screen mirroring, the gym and pool are underground so pretty small; good interior design and decent breakfast" [](https://expedia.com/Porter-Hotels-Spring-House-Inn.h808936.Hotel-Information) ## Find out more about Chesterton ## Chesterton Chalets information | Number of reviews | 151 | | ----------------- | --------- | | Accommodation | 0 Chalets | | Lowest Price | $164 | | Highest Price | $164 | ## Explore a world of travel with Expedia - 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