This beautiful gothic building dates back to the 1920s, and legend has it that Al Capone’s brother, Ralph, ran a speakeasy and casino from the penthouse during Prohibition. In 1970, Hugh Hefner and Playboy Enterprises purchased the property and it operated as Playboy Towers until 1979. The hotel revels in that history and invites guests to do so, too, during a free Friday tour at 3pm. Personally, I found the history of the hotel more interesting than its present, which feels a bit dated. Still, rooms and bathrooms are small but comfortable (upgrade to a Superior Room for more space), and the location is ideal: close to the lake, shopping, nightlife, restaurants, and more.
Millennium Knickerbocker Hotel
163 E Walton Place (east of Michigan Ave.), Chicago, IL 60611
Our Rating Neighborhood Near North & the Magnificent Mile Transportation Subway/El: Red Line to Chicago Phone 800/621-8140 or 312/751-8100 Prices $119–$243 double. Valet parking $65 Amenities Restaurant; bar; concierge; exercise room; room service; Wi-Fi with surcharge Units 305 units Web site Millennium Knickerbocker HotelBook a Room Now
Map163 E Walton Place Chicago
Note: This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.