Title: West Side Guest Houses from CA $178 | 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 from CA $178 ![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 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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 one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976475400&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## 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) ![Living area](https://images.trvl-media.com/lodging/108000000/107230000/107226500/107226405/413d095f.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) ### 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 $94 CA $178 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Chicago-Hotels-Chicago-Avenue-Inn.h107226405.Hotel-Information) ![Comfort Apartment, Multiple Beds, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/29000000/28980000/28973300/28973286/3d4054b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/29000000/28980000/28973300/28973286/e7b6053c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/29000000/28980000/28973300/28973286/aa473e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/29000000/28980000/28973300/28973286/2910c3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wicker Park 3 Bedroom Apartment West Town [](https://www.expedia.ca/Chicago-Hotels-Wicker-Park-3-Bedroom-Apartment.h28973286.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=2025-10-07&endDate=2025-10-08®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 West Loop](//images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/d1cc0289_y.jpg) ### Hyatt House Chicago West Loop 10/10 Excellent "Very nice hotel with friendly staff. Good food as well." [](https://expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information) ![Level Chicago Fulton Market](//images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/b2962364_y.jpg) ### Level Chicago Fulton Market 10/10 Excellent "Great stay for sisters bachelorette weekend! The suite was huge and the front desk staff was always so nice and helpful. " [](https://expedia.ca/Chicago-Hotels-Level-Chicago-Fulton-Market.h95823687.Hotel-Information) ![The Emily Hotel](//images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg) ### The Emily Hotel 10/10 Excellent "Great area ! Great food ! Easily walkable but be prepared to find parking. The hotel was amazing and staff was friendly. The coffee is room is great, the shampoo/conditioner/body wash provided I really liked . Extra star of the hotel - the adjacent coffee shop!!!!!" [](https://expedia.ca/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.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 "Clean, spacious, quiet, safe, and in a great location for a long weekend trip to Chicago. Loved the access to Fulton Arts and the public transit. Appreciated being able to check in a few hours early as well. Only downfall was the pillows. They are extremely thin and uncomfortable, still a great experience though! " [](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.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 "Nice small and compact!" [](https://expedia.ca/Chicago-Hotels-Hotel-Chicago-West-Loop.h15118262.Hotel-Information) ![Sonder by Marriott Bonvoy The Burnham Apartments Loop](//images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/038aeb00_y.jpg) ### Sonder by Marriott Bonvoy The Burnham Apartments Loop 10/10 Excellent "Apartment like stay" [](https://expedia.ca/Chicago-Hotels-Sonder-The-Burnham.h98589620.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 "We enjoyed our stay at the Hyatt. Our room was clean, the employees were helpful and the breakfast was great. It was a walkable neighborhood and we felt safe at all times. We will be back. " [](https://expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoWicker-Park.h42197417.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 "I always stay at the Hyatt in downtown Chicago whenever I’m in town for concerts at the United Center—or really anytime I visit the city. The customer service is consistently excellent, with staff who are friendly, attentive, and make everything easy. The location can’t be beat; getting to the United Center is quick and stress-free. I’ve tried other places, but none compare. This hotel has become my go-to in Chicago, and I highly recommend it. " [](https://expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-MedicalUniversity-District.h49315022.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 "I don't like hotels at all but this one was good for me. " [](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 | 90 | | --- | --- | | Accommodation | 2 Guest Houses | | Lowest Price | CA $178 | | Highest Price | CA $178 | ## 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 from CA $178 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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