Title: TOP Winery Hotels in Downtown Chicago, IL for 2026 | Expedia.co.uk [Downtown Chicago Travel Guide](https://expedia.co.uk/Chicago-Downtown-Chicago.dx6350699)[Holiday Rentals in Chicago](https://expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Downtown Chicago Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Downtown-Chicago.d6350699.Car-Hire-Guide)[Downtown Chicago Holidays](https://expedia.co.uk/Downtown-Chicago.d6350699.Holidays-City-Breaks) ![Downtown Chicago featuring a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Downtown Chicago Winery Hotels Tonight [12 Feb - 13 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6350699&startDate=2026-02-12&endDate=2026-02-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [13 Feb - 14 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6350699&startDate=2026-02-13&endDate=2026-02-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6350699&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6350699&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Downtown Chicago hotels with winery ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view from property](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/2b1c0fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/cbe9b050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Felix River North/Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) Downtown Chicago 8.2/10 Very good (2,554 reviews) "I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Equilla £74 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/6b178ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/3f32cdcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f27cae17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/0aca209a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western River North Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Best-Western-River-North-Hotel.h17227.Hotel-Information) Downtown Chicago 7.8/10 Good (1,047 reviews) "Kind staff, simple rooms but clean. Will stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren £65 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Best-Western-River-North-Hotel.h17227.Hotel-Information) ![Staircase](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/5b0f48e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/86e1fd36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/a2ea72ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/fb4aa20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Publishing House B&B [](https://www.expedia.co.uk/Chicago-Hotels-The-Publishing-House-Bed-And-Breakfast.h19116049.Hotel-Information) Downtown Chicago 9.8/10 Exceptional (196 reviews) "Very clean room, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) STEVEN £158 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Chicago-Hotels-The-Publishing-House-Bed-And-Breakfast.h19116049.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/708c5212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/w3837h2557x3y3-ae185e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/9640f98d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/w3837h2559x3y0-4b7112a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Orrington / Evanston [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Orrington-Evanston.h19722.Hotel-Information) Downtown Evanston 7.6/10 Good (1,001 reviews) "Courteous staff, good breakfast selection, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerri-lee Annique £89 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Orrington-Evanston.h19722.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/5600/5555/ad7e3a92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Corner | Down duvets, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/5600/5555/a30b8f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/10000/5600/5555/697017fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/5600/5555/1f90e38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Chicago North Shore Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Renaissance-Chicago-North-Shore-Hotel.h5555.Hotel-Information) Northbrook 8.4/10 Very good (1,000 reviews) "Room was clean and ataff very helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £85 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Renaissance-Chicago-North-Shore-Hotel.h5555.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832125/8f556219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment | Shared kitchen facilities | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832125/056d59c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832125/a01fff59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832125/73c5897e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### STAY [](https://www.expedia.co.uk/Chicago-Hotels-1415-Ashland-Ave.h96832125.Hotel-Information) West Town 7.8/10 Good (191 reviews) "The rooms are clean and conveniently located" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Apichart £59 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Chicago-Hotels-1415-Ashland-Ave.h96832125.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/560000/558000/557992/c763bdbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 2 Queen Beds | Bathroom | Free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/560000/558000/557992/a9cb9b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/560000/558000/557992/a2f5c82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/560000/558000/557992/e25c0e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Mt Prospect O'Hare [](https://www.expedia.co.uk/Chicago-Hotels-Four-Points-By-Sheraton-Mt-Prospect-OHare.h557992.Hotel-Information) Mount Prospect 8.0/10 Very good (540 reviews) "Great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MOHAMMED £70 includes taxes & fees 21 Feb - 22 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Four-Points-By-Sheraton-Mt-Prospect-OHare.h557992.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.co.uk/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27®ionId=6350699&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Downtown Chicago Hotel Reviews ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [Hotels near Aon Center ](https://www.expedia.co.uk/Aon-Center-Hotels.0-l6064015-0.Travel-Guide-Filter-Hotels) - [Hotels near Carbide and Carbon Building ](https://www.expedia.co.uk/Carbide-And-Carbon-Building-Hotels.0-l553248621555594910-0.Travel-Guide-Filter-Hotels) - [Serviced Apartments in Central Chicago ](https://www.expedia.co.uk/Central-Chicago-Apart-Hotels.d553248635976475413-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Central Chicago ](https://www.expedia.co.uk/Central-Chicago-Apartments.d553248635976475413-aaApartments.Travel-Guide-Accommodation) - [B&B in Central Chicago ](https://www.expedia.co.uk/Central-Chicago-Bed-And-Breakfasts.d553248635976475413-aaBedAndBreakfasts.Travel-Guide-Accommodation) - 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