Holiday Hike Chicago-Style: Festive Food & Walking tour
- Live Guide
- Instant Confirmation
- E-Ticket
- 3 hr
There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Holiday Hike is a 3hr guided walking and food tour through the Chicago Loop, brought to you by Bobby's Bike Hike, internationally recognized for their tours. You’ll get to sample the Windy City’s favorite winter treats; including a slice of deep dish pizza, Chicago-style hot dog, Italian Beef, chocolate brownie, and hot apple cider. Upon arrival, you can add a VIP holiday craft beer package for $19.99/person. Our entertaining guides will get your holiday spirit primed with plenty of food and knowledge. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the 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. No other tour offers such an all-inclusive experience of Chicago during the holidays!
Itinerary Details
Operated by: Bobby's Bike Hike - Chicago
Stop At:
Enjoy a hot cider at this outdoor german christmas market
Duration: 10 minutes
Stop At: Palmer House Hilton Historic Lobby
Stroll down State Street where the lights, decorations and window displays dazzle. Throughout your tour, you'll make stops for a variety of tasty treats, including a brownie sample at the Palmer House Hotel, where the chocolatey treat was invented! 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: Macy's on State Street
Enjoy the Holiday decor
Duration: 10 minutes
Stop At: Millennium Park
Get a full tour of Millennium Park and gaze over the large outdoor ice-skating rink, flanked by the some of the most iconic buildings on the Chicago skyline. Watch hundreds of skaters twirl as they enjoy the free attraction. See the city’s official Christmas tree, loaded with spectacular ornaments and lights.
Duration: 1 hour
Stop At: Cloud Gate
Iconic Chicago attraction
Duration: 5 minutes
Stop At: Jay Pritzker Pavilion
Gorgeous open air amphitheater
Duration: 5 minutes
Stop At: Daley Bicentennial Plaza
Enjoy Christkindlmarkt in Chicago
Duration: 20 minutes
Stop At:
Visit Chicago's Christmas Tree
Duration: 5 minutes
Stop At: Wrigley Building
Visit one of Chicago's iconic buildings
Duration: 5 minutes
Stop At:
Enjoy Chicago-style deep dish pizza
Duration: 15 minutes
Stop At:
Enjoy a Chicago style hot dog or Italian Beef
Duration: 10 minutes
Stop At: Palmer House Hilton Historic Lobby
Visit the iconic Palmer House Hotel lobby and enjoy the original recipe brownie, invented here at the hotel for the 1893 Chicago's Worlds Fair.
Duration: 10 minutes
Stop At:
Enjoy an italian beef sandwich.
Duration: 10 minutes
Pass By: The Art Institute of Chicago
Amazing collections
