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Featured Chicago Adventure Hotels

See all 981 Hotels in Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
    4.0 out of 5.0
     
     
    4.2 out of 5 (10,238 reviews)
    Great historic hotelLots of history, great location . The restaurants in the hotel are top notch.
    May 21, 2018

    Palmer House a Hilton Hotel$105

    Palmer House a Hilton Hotel$105
    Hyatt Regency McCormick Place

    Hyatt Regency McCormick Place

    2233 S Martin Luther King Dr, Chicago
      4.0 out of 5.0
       
       
      4.4 out of 5 (3,617 reviews)

      Hyatt Regency McCormick Place$104

      Hyatt Regency McCormick Place$104
      Hyatt Regency Chicago

      Hyatt Regency Chicago

      151 East Wacker Dr, Chicago
        4.0 out of 5.0
         
         
        4.4 out of 5 (9,311 reviews)
        Very central locationThe service was wonderful - every member of staff was helpful and engaging. The King bedroom was spacious and clean and the room service food was very enjoyable.
        May 21, 2018

        Hyatt Regency Chicago$104

        Hyatt Regency Chicago$104
        Swissotel - Chicago

        Swissotel - Chicago

        323 E Wacker Dr, Chicago
          4.5 out of 5.0
           
           
          4.4 out of 5 (3,823 reviews)
          It was very pleasure to stay Swissotel in Chicago.
          May 21, 2018

          Swissotel - Chicago$142

          Swissotel - Chicago$142
          Hilton Chicago- Michigan Ave Cultural Mile

          Hilton Chicago- Michigan Ave Cultural Mile

          720 S Michigan Ave, Chicago
            4.0 out of 5.0
             
             
            4.2 out of 5 (4,897 reviews)

            Hilton Chicago- Michigan Ave Cultural Mile$110

            Hilton Chicago- Michigan Ave Cultural Mile$110
            Wyndham Grand Chicago Riverfront

            Wyndham Grand Chicago Riverfront

            71 E Wacker Dr, Chicago
              4.0 out of 5.0
               
               
              4.4 out of 5 (6,582 reviews)

              Wyndham Grand Chicago Riverfront$127

              Wyndham Grand Chicago Riverfront$127
              Radisson Blu Aqua Hotel Chicago

              Radisson Blu Aqua Hotel Chicago

              221 N Columbus Dr, Chicago
                4.5 out of 5.0
                 
                 
                4.5 out of 5 (1,554 reviews)
                We LOVED the beautiful room with a view. Our bathroom had a whole wall of floor to ceiling windows-spectacular! Staff were all very nice.
                May 18, 2018

                Radisson Blu Aqua Hotel Chicago$170

                Radisson Blu Aqua Hotel Chicago$170
                HI Chicago

                HI Chicago

                24 East Congress Parkway, Chicago
                  1.5 out of 5.0
                   
                   
                  4.3 out of 5 (1,151 reviews)
                  Best for Solo Traveler/Group of FriendsNice room that is big enough for eight people. Staffs are very nice and more than willing to offer help. I would say the blanket is a little too thin for sleeping, and additional blankets can actually be obtained from the front desk. Luggage storage available for those who have reservation, either ...
                  May 15, 2018

                  HI Chicago$109

                  HI Chicago$109
                  Hyatt Place Chicago/River North

                  Hyatt Place Chicago/River North

                  66 W Illinois St, Chicago
                    3.0 out of 5.0
                     
                     
                    4.5 out of 5 (2,217 reviews)
                    Fantastic Location!Great location, walkable to everything. Fresh clean room with comfy bed (dreadful pillows however).
                    May 15, 2018

                    Hyatt Place Chicago/River North$154

                    Hyatt Place Chicago/River North$154
                    Chicago's Essex Inn

                    Chicago's Essex Inn

                    800 S Michigan Ave, Chicago
                      3.5 out of 5.0
                       
                       
                      3.6 out of 5 (4,257 reviews)
                      Right on Michigan Ave and one of the lesser expensive hotels. Great front desk staff!
                      May 21, 2018

                      Chicago's Essex Inn$80

                      Chicago's Essex Inn$80
                      Hyatt Centric Chicago Magnificent Mile

                      Hyatt Centric Chicago Magnificent Mile

                      633 N Saint Clair St, Chicago
                        4.0 out of 5.0
                         
                         
                        4.5 out of 5 (2,220 reviews)
                        Good location and good choice
                        May 20, 2018

                        Hyatt Centric Chicago Magnificent Mile$153

                        Hyatt Centric Chicago Magnificent Mile$153
                        Sheraton Grand Chicago

                        Sheraton Grand Chicago

                        301 E North Water St, Chicago
                          4.0 out of 5.0
                           
                           
                          4.2 out of 5 (4,138 reviews)
                          Nice hotel, good location especially to Navy Pier. A little pricey
                          May 21, 2018

                          Sheraton Grand Chicago$139

                          Sheraton Grand Chicago$139
                          Hotel Versey Days Inn by Wyndham Chicago

                          Hotel Versey Days Inn by Wyndham Chicago

                          644 West Diversey Parkway, Chicago
                            3.0 out of 5.0
                             
                             
                            4.2 out of 5 (3,064 reviews)
                            All of the staff was very friendly and accommodating. Very nice room size. Housekeeping did a great job and rooms were very clean.
                            May 20, 2018

                            Hotel Versey Days Inn by Wyndham Chicago$91

                            Hotel Versey Days Inn by Wyndham Chicago$91
                            Club Quarters Hotel, Central Loop

                            Club Quarters Hotel, Central Loop

                            111 West Adams Street, Chicago
                               
                               
                              4.3 out of 5 (6,063 reviews)

                              Club Quarters Hotel, Central Loop$93

                              Club Quarters Hotel, Central Loop$93
                              Silversmith Hotel Chicago Downtown

                              Silversmith Hotel Chicago Downtown

                              10 S Wabash Ave, Chicago
                                4.0 out of 5.0
                                 
                                 
                                4.6 out of 5 (4,792 reviews)

                                Silversmith Hotel Chicago Downtown$142

                                Silversmith Hotel Chicago Downtown$142
                                Kinzie Hotel

                                Kinzie Hotel

                                20 W Kinzie St, Chicago
                                  4.0 out of 5.0
                                   
                                   
                                  4.5 out of 5 (4,004 reviews)
                                  This is a lovely place, room was spacious and comfortable, excellent view, well-maintained in the middle of Chicago, very friendly staff.
                                  May 19, 2018

                                  Kinzie Hotel$135

                                  Kinzie Hotel$135
                                  Warwick Allerton - Chicago

                                  Warwick Allerton - Chicago

                                  701 North Michigan Avenue, Chicago
                                    4.0 out of 5.0
                                     
                                     
                                    4.1 out of 5 (8,769 reviews)

                                    Warwick Allerton - Chicago$83

                                    Warwick Allerton - Chicago$83
                                    Chicago Athletic Association

                                    Chicago Athletic Association

                                    12 South Michigan Avenue, Chicago
                                      4.5 out of 5.0
                                       
                                       
                                      4.6 out of 5 (1,192 reviews)
                                      Great location
                                      May 17, 2018

                                      Chicago Athletic Association$169

                                      Chicago Athletic Association$169
                                      Best Western Grant Park Hotel

                                      Best Western Grant Park Hotel

                                      1100 S Michigan Ave, Chicago
                                        2.5 out of 5.0
                                         
                                         
                                        4.3 out of 5 (831 reviews)
                                        The construction was a mess but the staff was very helpful in getting around it with parking and all
                                        May 21, 2018

                                        Best Western Grant Park Hotel$87

                                        Best Western Grant Park Hotel$87
                                        The Buckingham Hotel

                                        The Buckingham Hotel

                                        440 South La Salle Street, Chicago
                                          3.5 out of 5.0
                                           
                                           
                                          4.3 out of 5 (698 reviews)

                                          The Buckingham Hotel$159

                                          The Buckingham Hotel$159
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                                          Recently booked Adventure Hotels in Chicago

                                          Swissotel - Chicago
                                          4.5 out of 5.0
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                                          River Hotel
                                          4.0 out of 5.0
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                                          Hyatt Regency Schaumburg Chicago
                                          4.0 out of 5.0
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                                          4.0 out of 5.0
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                                          SpringHill Suites by Marriott Chicago Schaumburg/Woodfield
                                          3.0 out of 5.0
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                                          Hilton Chicago- Michigan Ave Cultural Mile
                                          4.0 out of 5.0
                                          Last booking: 4 minutes ago
                                          Sheraton Suites Chicago O'Hare
                                          3.5 out of 5.0
                                          Last booking: 4 minutes ago

                                          Chicago Adventure Hotel Guide

                                          Chicago isn’t just for city slickers anymore. For those who love the great outdoors, there’s much to see and do in the Windy City. During warm weather, jet ski or leisurely paddleboard on Lake Michigan. Take in the scenery of the city by going on a hike through Lakeshore Path, or even book a Segway tour through Grant Park. After soaking up the natural beauty of this Illinois city, return to your comfortable Chicago adventure sport hotel. Nothing makes you appreciate nature’s beauty more than climbing into a soft bed after a long day of hiking.

                                          At Expedia, we want to help you book a one-of-a-kind trip. We can even connect you to specialty boutique hotels in Chicago which fulfill your needs and fit your budget. We compile all the top Chicago hotel offers into one convenient location right here so you can have your pick. Whether you’re spending the day shopping at Magnificent Mile or inner-tubing in Lake Michigan, you can take a load off knowing you paid the best price possible on your adventure sport hotel.