Title: West Side Guest Houses | Expedia.ca [West Side Travel Guide](https://expedia.ca/West-Side.dx553248635976475400)[Hotels in West Side](https://expedia.ca/West-Side-Hotels.d553248635976475400.Travel-Guide-Hotels)[Vacation Rentals in West Side](https://expedia.ca/West-Side-Vacation-Rentals.d553248635976475400.Travel-Guide-VacationRentals)[Flights to West Side](https://expedia.ca/Cheap-Flights-To-West-Side.d553248635976475400.Travel-Guide-Flights)[Things to do in West Side](https://expedia.ca/Things-To-Do-In-West-Side.d553248635976475400.Travel-Guide-Activities)[West Side Car Rentals](https://expedia.ca/Car-Rentals-In-West-Side.d553248635976475400.Car-Rental-Guide)[West Side Vacation Packages](https://expedia.ca/West-Side.d553248635976475400.Destination-Travel-Guides) ![Garfield Park Conservatory featuring a park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26710-Garfield-Park-Conservatory.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in West Side ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select West Side Guest Houses ![Living room](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/e921e6b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/273b53b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chic 3 BR CONDO](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/d323a9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/d0c2eca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Dubois Guest House Bronzeville 8.4/10 Very good (71) "Very convenient for a short term stay with private area and clean shared spaces the parking is very convenient as well" CA $92 CA $158 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/f37da67a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/19703ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/f1aa0fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/413d095f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Avenue Inn Humboldt Park 7.0/10 Good (91) "It's a good place if you was traveling with a group. That way your group would get the entire floor." CA $81 CA $163 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Chicago-Hotels-Chicago-Avenue-Inn.h107226405.Hotel-Information) ![Full-size fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/b6c2dad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/c0e1e78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/dd3fd8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/0c0a5c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mccormick Place Guest House Bronzeville 8.2/10 Very good (35) "Convenient easy parking. " CA $94 CA $160 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Chicago-Hotels-Mccormick-Place-Guest-House.h22670906.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/92000000/91440000/91438500/91438413/w960h1278x0y0-858a683c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment - 3rd Floor | Living area](https://images.trvl-media.com/lodging/92000000/91440000/91438500/91438413/0ac374cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment - 2nd Floor](https://images.trvl-media.com/lodging/92000000/91440000/91438500/91438413/e20ef351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment - 3rd Floor | Private kitchen](https://images.trvl-media.com/lodging/92000000/91440000/91438500/91438413/fa373d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigleyville Inn Lakeview 10/10 Exceptional (21) "The stay was amazing when going to a Chicago Cubs game! Area felt safe which is a 5 star and just a few blocks from Wrigley Field and the dining options in the area were great as well! Will definitely come back here!" CA $344 CA $606 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn.h91438413.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=2025-10-18&endDate=2025-10-19®ionId=553248635976475400&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%2FWest-Side-Guest-Houses.d553248635976475400-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWest-Side-Guest-Houses.d553248635976475400-aaGuestHouses.Travel-Guide-Accommodation) ## Top West Side Hotel Reviews ![Hampton Inn & Suites Chicago Medical District UIC](//images.trvl-media.com/lodging/103000000/102240000/102236700/102236658/03795c9c_y.jpg) ### Hampton Inn & Suites Chicago Medical District UIC 10/10 Excellent "Very clean and the staff was very friendly and helpful " [](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Medical-District-Uic.h102236658.Hotel-Information) ![Chicago Parthenon Hostel](//images.trvl-media.com/lodging/34000000/33460000/33450600/33450517/d01ed022_y.jpg) ### Chicago Parthenon Hostel 10/10 Excellent "There are plenty of eateries nearby but also cooking/seating areas within the hostel. " [](https://expedia.ca/Chicago-Hotels-Chicago-Parthenon-Hostel.h33450517.Hotel-Information) ![The Hoxton Chicago](//images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/d06b01bf_y.jpg) ### The Hoxton Chicago 10/10 Excellent "Great location, very clean, friendly staff!" [](https://expedia.ca/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) ![Hyatt House Chicago West Loop](//images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/d1cc0289_y.jpg) ### Hyatt House Chicago West Loop 10/10 Excellent "Love the location of the hotel, cleanliness and gym. I will definitely book next time I am in town. " [](https://expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information) ![Hotel Chicago West Loop, SureStay Collection by Best Western](//images.trvl-media.com/lodging/16000000/15120000/15118300/15118262/2535dbb9_y.jpg) ### Hotel Chicago West Loop, SureStay Collection by Best Western 10/10 Excellent "Staff very helpful." [](https://expedia.ca/Chicago-Hotels-Hotel-Chicago-West-Loop.h15118262.Hotel-Information) ![Hampton Inn Chicago West Loop Fulton Market Area](//images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/3ff1c0b3_y.jpg) ### Hampton Inn Chicago West Loop Fulton Market Area 10/10 Excellent "Nice hotel with pool and terrace within walking distance to Fulton Market area. " [](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.Hotel-Information) ![Hyatt House Chicago Medical/University District](//images.trvl-media.com/lodging/50000000/49320000/49315100/49315022/689da744_y.jpg) ### Hyatt House Chicago Medical/University District 10/10 Excellent "Great breakfast!" [](https://expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-MedicalUniversity-District.h49315022.Hotel-Information) ![The Emily Hotel](//images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg) ### The Emily Hotel 10/10 Excellent "The room was very clean" [](https://expedia.ca/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information) ![Crowne Plaza Chicago West Loop by IHG](//images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg) ### Crowne Plaza Chicago West Loop by IHG 10/10 Excellent "clean" [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) ## Find out more about West Side ## West Side Guest Houses information | Number of reviews | | | --- | --- | | Accommodation | Guest Houses | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### What is the nightly rate for a guest house in West Side? > Rates for West Side guest houses vary, but travelers can find great-value prices with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at West Side guest houses tend to be higher. Remember to also use our filters to sort prices from low to high. ### What's the difference between a West Side guest house and a B&B? > A guest house in West Side is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. 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[Hotels near Polk Station](https://www.expedia.ca/Polk-Station-Hotels.d6210631.Travel-Guide-Hotels) - [Motels in Quincy Metro Station](https://www.expedia.ca/Quincy-Metro-Station-Motels.d6210326-aaMotels.Travel-Guide-Accommodation) - [Resorts in Racine Station](https://www.expedia.ca/Racine-Station-Resort-Hotels.d6210748-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Rush University Medical Center](https://www.expedia.ca/Rush-University-Medical-Center-Hotels.0-l553248635389801544-0.Travel-Guide-Filter-Hotels) - [Hotels near Saint Anthony Hospital](https://www.expedia.ca/Saint-Anthony-Hospital-Hotels.0-l553248635997986659-0.Travel-Guide-Filter-Hotels) - [Tri-Taylor Hotels](https://www.expedia.ca/Tri-Taylor-Chicago-Hotels.0-n553248635976469282-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Ukrainian Village](https://www.expedia.ca/Ukrainian-Village-Chicago-Hotels-Cheap-Hotels.0-n553248635975034524-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Ukrainian Village](https://www.expedia.ca/Ukrainian-Village-Chicago-Hotels-Luxury-Hotel.0-n553248635975034524-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Ukrainian Village Hotels](https://www.expedia.ca/Ukrainian-Village-Chicago-Hotels.0-n553248635975034524-0.Travel-Guide-Filter-Hotels) - [Hotels near Union Park](https://www.expedia.ca/Union-Park-Hotels.0-l553248635056398050-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in United Center](https://www.expedia.ca/United-Center-Chicago-Hotels-Cheap-Hotels.0-n643562035333914624-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in United Center](https://www.expedia.ca/United-Center-Chicago-Hotels-Luxury-Hotel.0-n643562035333914624-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [United Center Hotels](https://www.expedia.ca/United-Center-Chicago-Hotels.0-n643562035333914624-0.Travel-Guide-Filter-Hotels) - [Hotels near United Center](https://www.expedia.ca/United-Center-Hotels.0-l6064077-0.Travel-Guide-Filter-Hotels) - [Houseboats in Washington-Wells Station](https://www.expedia.ca/Washington-Wells-Station-Houseboats.d6210331-aaHouseboats.Travel-Guide-Accommodation) - [Villas in Western Station](https://www.expedia.ca/Western-Station-Villas.d6210090-aaVillas.Travel-Guide-Accommodation) - 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[United Center](https://www.expedia.ca/United-Center-Near-West-Side.d6064077.Vacation-Attraction) - [Book Guest Houses in West Side on Expedia.com](https://www.expedia.com/West-Side-Guest-Houses.d553248635976475400-aaGuestHouses.Travel-Guide-Accommodation)