Title: Book the Best ADVENTURE Hotels in Streeterville in 2026 | Expedia.ca [Streeterville Travel Guide](https://expedia.ca/Chicago-Streeterville.dx6130109)[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)[Streeterville Car Rentals](https://expedia.ca/Car-Rentals-In-Streeterville.d6130109.Car-Rental-Guide)[Streeterville Vacations](https://expedia.ca/Streeterville.d6130109.Destination-Travel-Guides) ![Navy Pier which includes wild flowers and general coastal views as well as a couple](https://images.trvl-media.com/place/6069215/5854ad1a-e5a8-41d6-a235-77f0217d4701.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6069215/5854ad1a-e5a8-41d6-a235-77f0217d4701.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 Streeterville Hotels & Resorts for Couples Tonight [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-01-24&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Streeterville adventure hotels ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6ec865cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/77822130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wade [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) Downtown Chicago 8.4/10 Very good (1,631 reviews) "Easy check in and out, excellent room service and dining menu." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin Bradford CA $149 CA $175 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/4e2c019f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/w3839h3333x0y0-56c69498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Multiple Beds, Lake View (King and Queen Bed)](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/1d8943f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/da2c2cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical [](https://www.expedia.ca/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Downtown.h25929.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,354 reviews) "Can't wait to go back love the hotel and the location was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) eyulonda CA $122 CA $143 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Downtown.h25929.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/9c44ca76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/325381ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/3f6518d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/612465b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ivy Boutique Hotel [](https://www.expedia.ca/Chicago-Hotels-Ivy-Boutique-Hotel.h5204897.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,079 reviews) "I always stay here when in town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $101 CA $119 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Chicago-Hotels-Ivy-Boutique-Hotel.h5204897.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18100/18035/efd0770d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/18100/18035/1487003b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18100/18035/e564faae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18100/18035/d310d8dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Marriott Downtown Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Chicago-Marriott-Downtown-Magnificent-Mile.h18035.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,003 reviews) "Beautiful hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annette CA $240 CA $330 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Chicago-Hotels-Chicago-Marriott-Downtown-Magnificent-Mile.h18035.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294952/981db5f2.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 Jan 26 - Jan 27 [](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/122000000/121360000/121358700/121358639/66c2b5bf.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) ![Lobby](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/cafdea3a.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) ### 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 $132 CA $188 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358639.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) ![Lobby](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/70f62997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/2a5c6a24.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) ### 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 $132 CA $188 total includes taxes & fees Jan 26 - Jan 27 [](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) ![Lobby](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294947/d237abe2.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 Jan 26 - Jan 27 [](https://www.expedia.ca/Chicago-Hotels-Luxury-Unit-With-Rooftop-Lounge-Spectacular-City-Views.h117294947.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) ![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294949/de817c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117300000/117295000/117294949/b61e6503.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 $273 total includes taxes & fees Jan 26 - Jan 27 [](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) ![Food and drink](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/e9e7f382.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) ![Lobby](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/c35b1006.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 (3,636 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) suleman CA $171 CA $201 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.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=2026-02-08&endDate=2026-02-09®ionId=6130109&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Streeterville Hotel Reviews ![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 "Yes" [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "We were happy with our stay and appreciated the plentiful breakfast each morning. The location was wonderful to get around to all the planned visits around town" [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown Magnificent Mile](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e_y.jpg) ### Embassy Suites by Hilton Chicago Downtown Magnificent Mile 10/10 Excellent "Stayed for two nights. Room was clean and quiet! Staff very friendly" [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) ![Warwick Allerton - Chicago](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "The staff was the best part, thank you Marcus! This made the stay, at this beautiful hotel. In a world that can seem disconnected, Marcus greeted us with a warm smile, a firm handshake, and gave us the lay of the land. His kind heart was welcoming and engaged. Finding amazing staff like this is hard to come by (coming from a a hospitality background). Our room was spotless and very comfortable. The common areas and hallways were clean and welcoming. I will recommend this hotel!" [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ![Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/4e2c019f_y.jpg) ### Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical 10/10 Excellent "The rooms were great and the customer service was superb " [](https://expedia.ca/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Downtown.h25929.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg) ### The Wade 10/10 Excellent "Staff were very helpful and friendly. Clean comfortable room. Easy to walk to places from the hotel. Close to Navy Pier. Would stay here again. I’m " [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Hotel Saint Clair- Magnificent Mile](https://images.trvl-media.com/lodging/1000000/50000/50000/49985/2489547a_y.jpg) ### Hotel Saint Clair- Magnificent Mile 10/10 Excellent "Very clean and comfortable room. I had a nice time at the Saint Clair Hotel." [](https://expedia.ca/Chicago-Hotels-The-St-Clair-Hotel-Magnificent-Mile.h49985.Hotel-Information) ![Hyatt Centric Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/w3837h2249x3y0-2724cf53_y.jpg) ### Hyatt Centric Chicago Magnificent Mile 10/10 Excellent "Yes, staff was great, hotel was great, the oat meal on the breakfast buffet was the best I have ever had. I crave it. Thank you for making our visit to Chicago wonderful!" [](https://expedia.ca/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) ![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 "My family and I had a great stay! Friendly reception, greeted with warm cookies and water upon arrival. Room was nice and quiet. Enjoyed breakfast at hotel in the morning (not included, extra charge). Location is just a few blocks to magnificent mile. Overall great stay! " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ## Frequently asked questions ### Why book your hotel for couples in Streeterville with Expedia? ### How can I find cheap hotels for couples in Streeterville? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [3 Star Hotels in Magnificent Mile ](https://www.expedia.ca/3Star-Magnificent-Mile-Chicago-Hotels.s30-n800025-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Magnificent Mile ](https://www.expedia.ca/4Star-Magnificent-Mile-Chicago-Hotels.s40-n800025-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Magnificent Mile ](https://www.expedia.ca/5Star-Magnificent-Mile-Chicago-Hotels.s50-n800025-0.Travel-Guide-Filter-Hotels) - [Business Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Cheap-Hotels.0-0-d178248-tCheapHotels.Travel-Guide-Filter-Hotels) - 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