Voted “Best Tour of Chicago” by the Chicago Reader in 2019, Chicago Detours presents an interactive virtual event, taking viewers down “Great State Street” using Google Maps 360 Street View to see the city’s most beloved holiday landmarks and hidden gems, all while telling the historical stories that celebrate Chicago’s festive spirit. Viewers are welcome to dress in their best holiday outfits and participate in a “Reindeer Disco Party,” storytelling, a holiday décor contest and more themed activities. 

Sites include The Palmer House to view the lobby decorations, Macy’s on State Street to gaze at the window displays and a visit to the Walnut Room’s Great Tree, a glimpse of the Magnificent Mile’s Lights Festival, Art on theMART and more. Hidden gems of Chicago neighborhood life include Simon's of Andersonville, the CTA Holiday Train, the history of Kwanzaa in Chicago, the Mexican La Posada tradition of Chicago and the Toys for Tots massive motorcycle parade that crosses the South and North Sides. About 20 scenes and original stories are told throughout the tour.