Title: Book the Best ROMANTIC Hotels in Chesterton, IN from CA $79 - Chesterton Romantic Getaways | 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) ![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__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 Romantic Hotels Tonight [Mar 8 - Mar 9](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-03-08&endDate=2026-03-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Mar 9 - Mar 10](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-03-09&endDate=2026-03-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Chesterton romantic hotels ![Exterior](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/21bfd0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/8049367a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/8d94f680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/61001108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Chip Casino Hotel and Spa [](https://www.expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.Hotel-Information) Michigan City 8.2/10 Very good (1,966 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe [](https://www.expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.Hotel-Information) ![Gift shop](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/a7566650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/da35c845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/70c2b529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/34b60a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Winds Casino Resort – New Buffalo [](https://www.expedia.ca/Benton-Harbor-Hotels-Four-Winds-Casino-Resort-New-Buffalo.h13278629.Hotel-Information) New Buffalo 9.4/10 Exceptional (1,756 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin CA $109 CA $126 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Benton-Harbor-Hotels-Four-Winds-Casino-Resort-New-Buffalo.h13278629.Hotel-Information) ![Children's pool](https://images.trvl-media.com/lodging/1000000/50000/40500/40472/48d008e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Accessible, Non Smoking | Television](https://images.trvl-media.com/lodging/1000000/50000/40500/40472/3e98203b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/50000/40500/40472/c6f9a492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Accessible, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/50000/40500/40472/ac23b9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn [](https://www.expedia.ca/Portage-Hotels-Rodeway-Inn.h40472.Hotel-Information) Portage 7.0/10 Good (806 reviews) "Clean room, nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcelo CA $71 CA $79 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Portage-Hotels-Rodeway-Inn.h40472.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/28000000/27500000/27490300/27490226/677bdfad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/28000000/27500000/27490300/27490226/9b1179f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/28000000/27500000/27490300/27490226/bd911feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Room, 1 King Bed, Mobility Accessible, Ground Floor](https://images.trvl-media.com/lodging/28000000/27500000/27490300/27490226/758fc52b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brewery Lodge Hotel [](https://www.expedia.ca/Michigan-City-Hotels-The-Brewery-Lodge-Hotel.h27490226.Hotel-Information) Michigan City 9.0/10 Wonderful (813 reviews) "Great quiet place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maciej [](https://www.expedia.ca/Michigan-City-Hotels-The-Brewery-Lodge-Hotel.h27490226.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/addb149b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/089fa31c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/69c06567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/db656e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ameristar Casino Hotel East Chicago [](https://www.expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) East Chicago 8.6/10 Excellent (1,007 reviews) "Yes everything was excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $246 CA $291 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18950000/18946600/18946541/e5d5f9c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![49-inch LCD TV with satellite channels, TV, MP3 dock](https://images.trvl-media.com/lodging/19000000/18950000/18946600/18946541/c092e27a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/19000000/18950000/18946600/18946541/d581e567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/19000000/18950000/18946600/18946541/b5c04103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Merrillville [](https://www.expedia.ca/Merrillville-Hotels-Home2-Suites-By-Hilton-Merrillville.h18946541.Hotel-Information) Merrillville 9.0/10 Wonderful (1,004 reviews) "The room was very clean, and breakfast was really good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald CA $132 CA $148 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Merrillville-Hotels-Home2-Suites-By-Hilton-Merrillville.h18946541.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/42000000/41830000/41829300/41829276/0862da23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/42000000/41830000/41829300/41829276/4ef2a8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/42000000/41830000/41829300/41829276/13fc3db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/42000000/41830000/41829300/41829276/91e03b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Lake Resort and Banquets [](https://www.expedia.ca/La-Porte-Hotels-Laporte-Hotel-And-Conference-Center.h41829276.Hotel-Information) La Porte 6.8/10 (606 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany CA $121 CA $139 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/La-Porte-Hotels-Laporte-Hotel-And-Conference-Center.h41829276.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/69000000/68930000/68923900/68923845/5b736ae0.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) ![Beach](https://images.trvl-media.com/lodging/69000000/68930000/68923900/68923845/5008e2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On Lake Shore Drive, Across St From Beach & Beach Stop, Lake MI Views [](https://www.expedia.ca/Michigan-City-Hotels-On-Lake-Shore-Drive.h68923845.Hotel-Information) Michigan City 9.6/10 Exceptional (80 reviews) "We had wonderful family time. Excellent location. Beautiful view. Easy access to lake. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) siobhan c. CA $596 CA $691 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Michigan-City-Hotels-On-Lake-Shore-Drive.h68923845.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/1000000/10000/300/259/81070b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/300/259/b7c2081b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/300/259/7ba045dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/300/259/85d647a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Michigan City Inn [](https://www.expedia.ca/Michigan-City-Hotels-Ramada-By-Wyndham-Michigan-City.h259.Hotel-Information) Michigan City 4.6/10 (1,000 reviews) "Good area to stay for Indiana Dunes or beach. Hotel needs some new carpet and paint and would be a great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $122 CA $137 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Michigan-City-Hotels-Ramada-By-Wyndham-Michigan-City.h259.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=2026-03-22&endDate=2026-03-23®ionId=7214&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_7214) ## Top Chesterton Hotel Reviews ![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 4/10 Poor "When I went to the room the door was pooped open by the security latch. There were people all over the hotel who could easily just walk into the room since it was not locked. I entered the room and immediately noticed two puddles of water on the floor of the main room. The door to the room wouldn't close properly or lock. I went back to the desk and requested another room. I explained the reasons and the gentleman said nothing other than "here's your new room number". I went to the new room and was again disappointed in cleanliness and the overall room. The TV had some satellite service that said "not available at this time, check back later." What channels did work were limited and confusing. The toilet and sink had hairs and dirt on them. The shampoo container mounted in the shower was empty. And dirty. The refrigerator was smelly and dirty as was the microwave. The refrigerator was literally sitting on a padded bench, not a table or stand but a padded bench. The mattress was old, uncomfortable and sank in at the foot of the bed. You literally could not sit on the end of the bed. It sank down. I went around to several other hotels to try and find somewhere else to stay. Unfortunately I paid through Expedia and was not able to get a refund for this booking. There was not much availability and what was available was outside of my price range. I was genuinely concerned fot the safety of my car and property inside. To be safe I completely emptied it out both nights I was there." [](https://expedia.ca/Merrillville-Hotels-Country-Inn-Suites-By-Radisson.h1353808.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 6/10 Okay "The entire hotel reeks of cigarette smoke, unfortunately. Additionally, when I checked into my room, I noticed the toilet seat wasn’t clean. Thankfully, I travel with wipes, so I was able to make it work without involving the front desk. Decided to take the stairs and found trash on at least three floors. Won’t stay here again, sadly." [](https://expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) ![Blue Chip Casino Hotel and Spa](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/21bfd0c8_y.jpg) ### Blue Chip Casino Hotel and Spa 10/10 Excellent "Yea" [](https://expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.Hotel-Information) ![Baymont by Wyndham New Buffalo](https://images.trvl-media.com/lodging/1000000/870000/867300/867230/b618e5a6_y.jpg) ### Baymont by Wyndham New Buffalo 4/10 Poor "everything was down and our mattress pad and sheets were stained" [](https://expedia.ca/Benton-Harbor-Hotels-Baymont-By-Wyndham-New-Buffalo.h867230.Hotel-Information) ![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 8/10 Good "Late check in. No issues. Clean room. Decent breakfast " [](https://expedia.ca/Benton-Harbor-Hotels-Holiday-Inn-Express-Suites-New-Buffalo.h543985.Hotel-Information) ![Waterbird Lakeside Inn](https://images.trvl-media.com/lodging/3000000/2450000/2450000/2449990/5ad6abf3_y.jpg) ### Waterbird Lakeside Inn 2/10 Terrible "room smell no vending machines " [](https://expedia.ca/Chesterton-Hotels-Waterbird-Lakeside-Inn.h2449990.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 8/10 Good "Yes" [](https://expedia.ca/Porter-Hotels-Comfort-Inn-Suites-Near-Indiana-Dunes-State-Park.h3003772.Hotel-Information) ![Spring House Inn](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/2cbab9a1_y.jpg) ### Spring House Inn 10/10 Excellent "This is a super cute Inn nestled in some woods. We were greeted by a family of deer right outside our room. Room was clean, quiet and affordable! Felt more like a State Park Inn. " [](https://expedia.ca/Porter-Hotels-Spring-House-Inn.h808936.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Chesterton? ### When is the best time of year for a romantic getaway to Chesterton? ### What is there to do in Chesterton? ### What's the best way to get to Chesterton and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Farmstay in Beverly Shores ](https://www.expedia.ca/Beverly-Shores-Agritourism.d3000435761-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Beverly Shores ](https://www.expedia.ca/Beverly-Shores-Apartments.d3000435761-aaApartments.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Beverly Shores ](https://www.expedia.ca/Beverly-Shores-Hotels-Beach-Hotel.0-0-d3000435761-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Beverly Shores ](https://www.expedia.ca/Beverly-Shores-Hotels-Cheap-Hotels.0-0-d3000435761-tCheapHotels.Travel-Guide-Filter-Hotels) - 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