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 ![](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 [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 weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select West Side Guest Houses ![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/f1aa0fea.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) ![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 (94) "It's a good place if you was traveling with a group. That way your group would get the entire floor." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $67 CA $146 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Chicago-Hotels-Chicago-Avenue-Inn.h107226405.Hotel-Information) ![Living room](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/e921e6b3.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) ![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) ![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) ### Villa Dubois Guest House Bronzeville 8.8/10 Excellent (73) "My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lizeth CA $137 CA $161 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.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) ![Living area](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/0aedd339.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) ### Mccormick Place Guest House Bronzeville 9.2/10 Wonderful (35) "Convenient easy parking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MEIHONG CA $107 CA $126 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-Mccormick-Place-Guest-House.h22670906.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=2025-11-09&endDate=2025-11-10®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 ![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 "Renovated old hospital. Very cool building." [](https://expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-MedicalUniversity-District.h49315022.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 "The staff were amazing. The lobby was very clean. " [](https://expedia.ca/Chicago-Hotels-Hotel-Chicago-West-Loop.h15118262.Hotel-Information) ![The Emily Hotel](//images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg) ### The Emily Hotel 10/10 Excellent "Great" [](https://expedia.ca/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information) ![Hyatt Place Chicago/Wicker Park](//images.trvl-media.com/lodging/43000000/42200000/42197500/42197417/34425b75_y.jpg) ### Hyatt Place Chicago/Wicker Park 10/10 Excellent "Excellent" [](https://expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoWicker-Park.h42197417.Hotel-Information) ![Sonder by Marriott Bonvoy Market Hall Apartments West Loop](//images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/e3b8d058_y.jpg) ### Sonder by Marriott Bonvoy Market Hall Apartments West Loop 10/10 Excellent "Great location. Was there for the marathon and had a great stay. " [](https://expedia.ca/Sonder-Market-Hall.h91683158.Hotel-Information) ![Nobu Hotel Chicago](//images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/486e1134_y.jpg) ### Nobu Hotel Chicago 10/10 Excellent "Great location " [](https://expedia.ca/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.Hotel-Information) ![The Robey, Chicago, a Member of Design Hotels](//images.trvl-media.com/lodging/16000000/15760000/15758200/15758132/5b60adf7_y.jpg) ### The Robey, Chicago, a Member of Design Hotels 10/10 Excellent "Friendly,helpful staff" [](https://expedia.ca/Chicago-Hotels-The-Robey.h15758132.Hotel-Information) ![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 "Didn't eat breakfast " [](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Medical-District-Uic.h102236658.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 "Great hotel for family of 5. " [](https://expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.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. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [Hotels near 18th Station](https://www.expedia.ca/18th-Station-Hotels.d6210635.Travel-Guide-Hotels) - [1 Star Hotels in Grace Abbott Homes](https://www.expedia.ca/1Star-Grace-Abbott-Homes-Chicago-Hotels.s10-n6132393-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Douglas Park](https://www.expedia.ca/5Star-Douglas-Park-Chicago-Hotels.s50-n553248635976384191-0.Travel-Guide-Filter-Hotels) - [Hotels near Anna and Frederick Douglass Park](https://www.expedia.ca/Anna-And-Frederick-Douglass-Park-Hotels.0-l507384-0.Travel-Guide-Filter-Hotels) - [B&B in Central Station](https://www.expedia.ca/Central-Station-Bed-And-Breakfast.d6210584-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Central Station](https://www.expedia.ca/Central-Station-Guest-Houses.d6210584-aaGuestHouses.Travel-Guide-Accommodation) - 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[Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Visit East Garfield Park](https://www.expedia.ca/Chicago-East-Garfield-Park.dx6132269) - [Visit Grace Abbott Homes](https://www.expedia.ca/Chicago-Grace-Abbott-Homes.dx6132393) - [Visit Little Village](https://www.expedia.ca/Chicago-Little-Village.dx6132436) - [Visit North Lawndale](https://www.expedia.ca/Chicago-North-Lawndale.dx6132403) - [Visit Smith Park](https://www.expedia.ca/Chicago-Smith-Park.dx553248635976473807) - [Visit The Loop](https://www.expedia.ca/Chicago-The-Loop.dx800024) - [Visit Tri-Taylor](https://www.expedia.ca/Chicago-Tri-Taylor.dx553248635976469282) - [Chicago Vacations](https://www.expedia.ca/Chicago.d178248.Destination-Travel-Guides) - [Garfield Park Conservatory](https://www.expedia.ca/Garfield-Park-Conservatory-East-Garfield-Park.d6182807.Vacation-Attraction) - [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)