Title: Chesterton Guest Houses from CA $313 | 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) ![](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 prices for these dates Next weekend [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-06-05&endDate=2026-06-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterton guest houses ![TV, fireplace](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829724/0f32d555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829724/cb39a51a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829724/3817ff73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829724/97a37f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Galien Room Suite King size with Jacuzzi [](https://www.expedia.ca/New-Buffalo-Hotels-Deluxe-Suite.h117829724.Hotel-Information) Downtown New Buffalo CA $286 CA $349 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/New-Buffalo-Hotels-Deluxe-Suite.h117829724.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/61000000/60180000/60171000/60170967/3f529486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/61000000/60180000/60171000/60170967/e83c4a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60180000/60171000/60170967/147e5317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/61000000/60180000/60171000/60170967/62451359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo [](https://www.expedia.ca/New-Buffalo-Hotels-Luxury-Guesthouse-In-Private-Wooded-Setting-In-Grand-Beach-New-Buffalo.h60170967.Hotel-Information) New Buffalo 8.4/10 Very good (16 reviews) "Great place to post up for a night, everything we needed and more. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew N. CA $279 CA $555 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/New-Buffalo-Hotels-Luxury-Guesthouse-In-Private-Wooded-Setting-In-Grand-Beach-New-Buffalo.h60170967.Hotel-Information) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/119000000/118130000/118121300/118121229/0b65e480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/119000000/118130000/118121300/118121229/e44d3e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/119000000/118130000/118121300/118121229/9878c6bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118130000/118121300/118121229/36793d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beacons' Nest – Valpo U, Downtown & Dunes [](https://www.expedia.ca/Valparaiso-Hotels-Beacons-Nest-Valpo-U.h118121229.Hotel-Information) Valparaiso 10/10 Exceptional (2 reviews) "I stayed at the Beacon’s Nest for about 3 weeks, with my family coming in and out. It is a comfortable spot, perfectly sized for up to 4 people. It’s just minutes from downtown Valdosta with shops and restaurants.I have no complaints about the property at all as it served us well." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra B. CA $107 CA $376 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Valparaiso-Hotels-Beacons-Nest-Valpo-U.h118121229.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829720/02f8c6c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829720/fadd37c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829720/345e9aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829720/9228ddbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Snug Harbor Suite - King with Jacuzzi [](https://www.expedia.ca/New-Buffalo-Hotels-King-Room-Apt.h117829720.Hotel-Information) Downtown New Buffalo CA $408 CA $496 total includes taxes & fees Apr 18 - Apr 19 [](https://www.expedia.ca/New-Buffalo-Hotels-King-Room-Apt.h117829720.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829728/2017e180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829728/b2f6734e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829728/14db09cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829728/0edbace3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eber Knight Studio - King size with Jacuzzi [](https://www.expedia.ca/New-Buffalo-Hotels-Superior-King-Room.h117829728.Hotel-Information) Downtown New Buffalo CA $258 CA $313 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/New-Buffalo-Hotels-Superior-King-Room.h117829728.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829711/60811176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829711/bd9ccc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829711/aad5bd66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/118000000/117830000/117829800/117829711/bd608488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SS Post Boy Queen Suite with Jacuzzi [](https://www.expedia.ca/New-Buffalo-Hotels-One-Bedroom-Suite.h117829711.Hotel-Information) Downtown New Buffalo CA $408 CA $496 total includes taxes & fees Apr 18 - Apr 19 [](https://www.expedia.ca/New-Buffalo-Hotels-One-Bedroom-Suite.h117829711.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=2026-04-20&endDate=2026-04-21®ionId=7214&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterton-Guest-Houses.d7214-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterton-Guest-Houses.d7214-aaGuestHouses.Travel-Guide-Accommodation) ## Top Chesterton Hotel Reviews ![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 "You have to be ble to tolerate cigarette smoke because you can smell it everywhere. The room was clean but the beds are horrible. I had a feeling of falling out the bed because the mattress was to soft or badly wore. The room was large and spacious." [](https://expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.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 4/10 Poor "Front was nice .Property is a lil run down but for the price it was ok.I was there for 2 nights . Bedding was terrible stains like ink marks there was food left in my fridge. So that lets me know that who ever cleans up is not doing a good and whoever checking behind them is no better.Overall the staff was more helpful and polite.Everytime me and boys came down for breakfast wasn't much to choose from .Get a new cleaning crew and things may look up for you guys . " [](https://expedia.ca/Merrillville-Hotels-Country-Inn-Suites-By-Radisson.h1353808.Hotel-Information) ![Best Western Indian Oak](https://images.trvl-media.com/lodging/1000000/50000/49800/49736/527d397d_y.jpg) ### Best Western Indian Oak 10/10 Excellent "I love this place we go several times a year and it's always clean the staff is amazing and it's in a great location we will definitely be back" [](https://expedia.ca/Chesterton-Hotels-Best-Western-Indian-Oak.h49736.Hotel-Information) ![Waterbird Lakeside Inn](https://images.trvl-media.com/lodging/3000000/2450000/2450000/2449990/5ad6abf3_y.jpg) ### Waterbird Lakeside Inn 4/10 Poor "Had to get a new room and hours that staff are available is weird" [](https://expedia.ca/Chesterton-Hotels-Waterbird-Lakeside-Inn.h2449990.Hotel-Information) ![Spring House Inn](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/2cbab9a1_y.jpg) ### Spring House Inn 10/10 Excellent "It was as expected. Staff and guests were friendly. " [](https://expedia.ca/Porter-Hotels-Spring-House-Inn.h808936.Hotel-Information) ![Holiday Inn Express & Suites Hammond by IHG](https://images.trvl-media.com/lodging/23000000/22250000/22247400/22247367/5ade6aef_y.jpg) ### Holiday Inn Express & Suites Hammond by IHG 10/10 Excellent "Clean room. Very comfortable bed. Gym. Very good breakfast with lot of options at your plate." [](https://expedia.ca/Hammond-Hotels-Holiday-Inn-Express-Suites-Hammond.h22247367.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 "The slots were good and bar staff friendly" [](https://expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.Hotel-Information) ![Four Winds Casino Resort – New Buffalo](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/a7566650_y.jpg) ### Four Winds Casino Resort – New Buffalo 10/10 Excellent "Loved my stay. How ever, the walk was too far from the parking lot to the front door of the hotel. You only have access to the pool during summer starting from May5th-July. The jacuzzi is only in the rooms and is gorgeous! The Deluxe sweet and steak house was my favorite parts" [](https://expedia.ca/Benton-Harbor-Hotels-Four-Winds-Casino-Resort-New-Buffalo.h13278629.Hotel-Information) ![Quality Inn Near Interstate I94](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320708/531382df_y.jpg) ### Quality Inn Near Interstate I94 4/10 Poor "Breakfast is basic, rooms were not very clean and the pool and hot tub were not working! " [](https://expedia.ca/Benton-Harbor-Hotels-Quality-Inn-Near-Interstate-I94.h1320708.Hotel-Information) ## Find out more about Chesterton ## Chesterton Guest Houses information | Number of reviews | 18 | | ----------------- | --------------- | | Accommodation | 10 Guest Houses | | Lowest Price | CA $313 | | Highest Price | CA $555 | ## 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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