Meet your guide in downtown Chicago to start your holiday walking tour. Visit Millennium Park and gaze over the large outdoor ice-skating rink that is flanked by the iconic buildings of downtown Chicago. Watch hundreds of skaters as they enjoy the free attraction. See the city’s official Christmas tree, loaded with spectacular ornaments and lights.
Next, stroll down State Street where the lights, decorations and window displays dazzle. Follow your guide into the iconic Macy’s building (formerly Marshall Field’s) to see the “Great Tree,” a 45-foot- (14-m-) tall Christmas tree that has been installed in the stately Walnut Room every winter for more than a century.
Throughout your tour, make stops for a variety of tasty treats, including a brownie sample at the Palmer House Hotel, where the chocolatey treat was invented! While in the historic building, your guide shows you the magnificent interior architecture of this grand old hotel, where many famous people have stayed since it opened in 1875.
Sample a selection of seasonal craft beers at a local bar, then have time to visit the largest open-air Christmas festival in Chicago, the traditional German-American Christkindlmarket. Taste savory authentic German cuisine at the festive outdoor market and browse for that perfect present. Stop by a local institution to try some of Chicago's famous deep dish pizza. You might discover Christmas choirs, a model train and Santa house as you stroll.