Title: Book the Best ADVENTURE Hotels in Kenwood in 2026 | Expedia.ca [Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Kenwood Car Rentals](https://expedia.ca/Car-Rentals-In-Kenwood.d6132343.Car-Rental-Guide)[Kenwood Vacations](https://expedia.ca/Kenwood.d6132343.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/829/94662344-53ef-4f49-b2be-cb6f7f2e4498.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/829/94662344-53ef-4f49-b2be-cb6f7f2e4498.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 availability on Kenwood Hotels & Resorts for Couples Tonight [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=6132343&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=6132343&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6132343&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6132343&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kenwood adventure hotels ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/66c2b5bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/b026571f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/929d0b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/cafdea3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime Location! Indoor Pool, Near Millenium Park, Shedd Aquarium, Willis Tower [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358639.Hotel-Information) Downtown Chicago 10/10 Exceptional (1 review) "It was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ganiah J. CA $131 CA $188 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358639.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294952/186f3445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294952/981db5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294952/ff0f80e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294952/832ddfd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Room with Rooftop Lounge & City Views in River North [](https://www.expedia.ca/Chicago-Hotels-Cozy-Room-With-Rooftop-Lounge-City-Views-In-River-North.h117294952.Hotel-Information) Downtown Chicago 10/10 Exceptional (1 review) "The hotel was very nice and the location was excellent. Was able to walk to many locations. Noise wasn't bad for a city experience. Hotel restaurant was very good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cathy L. CA $141 CA $232 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chicago-Hotels-Cozy-Room-With-Rooftop-Lounge-City-Views-In-River-North.h117294952.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/69d1574b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/8ce1aa59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/70f62997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/0a4e45a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime Location! Indoor Pool, Near Millennium Park, Shedd Aquarium, Willis Tower [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358688.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (2 reviews) "Perfect stay for what I needed, thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leighton M. CA $131 CA $188 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358688.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294947/5acb8650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294947/fed8d0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294947/5950d1c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294947/e77ae66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Unit with Rooftop Lounge & Spectacular City Views [](https://www.expedia.ca/Chicago-Hotels-Luxury-Unit-With-Rooftop-Lounge-Spectacular-City-Views.h117294947.Hotel-Information) Downtown Chicago 10/10 Exceptional (1 review) "Great Chicago location. Close to everything. Check in was a breeze. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie F. CA $118 CA $204 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Chicago-Hotels-Luxury-Unit-With-Rooftop-Lounge-Spectacular-City-Views.h117294947.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/51599cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/5667d656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/ce4fdd5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/c3ab3020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River North Stay | 1 Unit | Near Chicago Attractions [](https://www.expedia.ca/Chicago-Hotels-River-North-Stay-1-Unit-Near-Chicago-Attractions.h121118498.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (2 reviews) "Host was responsive with questions prior to booking and we didn’t need anything during our stay. Good location and a nice place to sleep " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cara P. CA $131 CA $188 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Chicago-Hotels-River-North-Stay-1-Unit-Near-Chicago-Attractions.h121118498.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294949/6d7f2fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294949/fa56c6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294949/036ff6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294949/de817c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Suite with Rooftop Lounge & Views of Downtown Chicago [](https://www.expedia.ca/Chicago-Hotels-Modern-Suite-With-Rooftop-Lounge-Views-Of-Downtown-Chicago.h117294949.Hotel-Information) Downtown Chicago 8.0/10 Very good (1 review) "Room was clean, great location. We didn’t spend too much time in the room. One major thing is the shower pressure, absolutely awful. Barely coming out of the shower head. Temperature in the shower was really sensitive and hard to not have it scolding hot, and I like hot showers. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy F. CA $177 CA $274 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chicago-Hotels-Modern-Suite-With-Rooftop-Lounge-Views-Of-Downtown-Chicago.h117294949.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/f1a5921f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, free cribs/infant beds](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/085d232b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/c35b1006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/6b27f192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Chicago Downtown - Riverwalk by IHG [](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information) Downtown Chicago 8.8/10 Excellent (3,657 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) suleman CA $158 CA $185 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039.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) ![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) ### Hotel Felix River North/Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) Downtown Chicago 8.2/10 Very good (2,549 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 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/7f4e3bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/805c2f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/c34fd558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/cb2e8740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium [](https://www.expedia.ca/Chicago-Hotels-Perfect-Destination-Onsite-Bar-And-Restaurant.h121358704.Hotel-Information) Downtown Chicago CA $131 CA $188 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Chicago-Hotels-Perfect-Destination-Onsite-Bar-And-Restaurant.h121358704.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358600/121358586/6d759dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/122000000/121360000/121358600/121358586/952615a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/122000000/121360000/121358600/121358586/2344cd5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/122000000/121360000/121358600/121358586/d8529faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Unit Close to the Millennium Park! Parking! [](https://www.expedia.ca/Chicago-Hotels-Large-Unit-Close-To-The-Millennium-Park-Parking.h121358586.Hotel-Information) Downtown Chicago 7.4/10 Good (6 reviews) CA $131 CA $188 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Chicago-Hotels-Large-Unit-Close-To-The-Millennium-Park-Parking.h121358586.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=2026-02-20&endDate=2026-02-21®ionId=6132343&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Kenwood Hotel Reviews ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "Awesome quite hotel beds are amazing great location " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg) ### LondonHouse Chicago, Curio Collection by Hilton 10/10 Excellent "Everything was amazing! View ambience service " [](https://expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Room was great! We even got upgraded to a deluxe room. Staff cleaned the room almost everyday we stayed and they brought us as much tea and coffee as we wanted. Only thing I’m not pleased about is the lack of a microwave in the unit. A believe only the suites have a microwave but we made it work. The hotel staff was lovely and the cafe down stairs had great food. 10/10 experience, will definitely be back soon." [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Yes room was spotless " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Clean room, professional staff, and great location" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8_y.jpg) ### Courtyard by Marriott Chicago Magnificent Mile 10/10 Excellent "I had a beautiful stay at Courtyard Marriot/MM Chicago. The room was clean, staff courteous and accommodating. The amenities were excellent. Shout out to bartender, Leo at GastoPub!!💕💕 I would most definitely book here again!!" [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "Very nice experience at Royal Sonesta. Friendly staff. Comfortable , clean accommodations. Nice view of Chicago. " [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg) ### Hotel Felix River North/Magnificent Mile 10/10 Excellent "My sister and her friends had a great time staying on NYE. Convenient location to festivities, friendly staff, and a 24 hrs Walgreens. " [](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field." [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ## Frequently asked questions ### Why book your hotel for couples in Kenwood with Expedia? ### How can I find cheap hotels for couples in Kenwood? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Cheap Hotels in Bronzeville ](https://www.expedia.ca/Bronzeville-Chicago-Hotels-Cheap-Hotels.0-n6132245-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bronzeville ](https://www.expedia.ca/Bronzeville-Chicago-Hotels-Luxury-Hotel.0-n6132245-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [B&B in Chicago 47th Street Station ](https://www.expedia.ca/Chicago-47th-Street-Station-Bed-And-Breakfast.d6212783-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Chicago 47th Street Station ](https://www.expedia.ca/Chicago-47th-Street-Station-Hotels.d6212783.Travel-Guide-Hotels) - [Guest Houses in Chicago 51st-53rd Street Station ](https://www.expedia.ca/Chicago-51st-53rd-Street-Station-Guest-Houses.d6212787-aaGuestHouses.Travel-Guide-Accommodation) - 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