Chicago Seasonal Stroll Walking Tour of Holiday Attractions
- Live Guide
- Instant Confirmation
- E-Ticket
- 2 hr








There’s nothing more magical than downtown Chicago during the holiday season. 2-hour guided walking tour through the Chicago Loop, Millennium Park and the Magnificent Mile. This tour is brought to you, internationally recognized tour company headquartered right here in Chicago. Our entertaining guides will get your holiday spirit primed with plenty of fun facts, general knowledge, and the best of Chicago holiday decor. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the fabulous Christmas window displays at the original Marshall Field’s department store, Chicago's city Christmas tree, the ice skating rink at Millennium Park, and the legendary Christkindlmarket, a traditional German Christmas Market. This tour is a walking tour only. No food/drinks on this particular tour.
Itinerary Details
Operated by: Bobby's Bike Hike - Chicago
Stop At:
Visit Chicago's open-air German Christmas market.
Duration: 5 minutes
Stop At:
Visit Chicago's City Christmas Tree in Millennium Park
Duration: 5 minutes
Stop At: Palmer House Hilton Historic Lobby
Stroll down State Street where the lights, decorations and window displays dazzle. While inside the historic building, your guide shows you the magnificent interior architecture of this grand old hotel, where many famous guests have stayed since it opened in 1875.
Duration: 15 minutes
Stop At: Cloud Gate
Iconic Chicago attraction
Duration: 5 minutes
Stop At: Macy's on State Street
Enjoy the Holiday decor
Duration: 10 minutes
Stop At: The Chicago Theatre
We will stop in front of the Chicago Theatre to take pictures and explain the history of the building.
Duration: 5 minutes
Stop At: Millennium Park
We will give a tour of Millennium Park, with a focus on the City Christmas Tree and Ice Skating Rink.
Duration: 30 minutes
Stop At: Michigan Avenue Bridge
Walk down Chicago's Magnificent Mile Shopping and Light district
Duration: 15 minutes
Stop At: Daley Bicentennial Plaza
Enjoy Christkindlmarkt in Chicago
Duration: 20 minutes
Stop At: Jay Pritzker Pavilion
Gorgeous open air amphitheater
Duration: 5 minutes