Chicago-Style Holiday Hike: Festive Food and Walking Tour
Discover Chicago's festive charm on a 3-hour walking tour. Indulge in local treats like deep-dish pizza and hot dogs. Explore iconic holiday sights and enjoy optional craft beer tasting.
10 meals
Experience Details
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!
What You Get
Good To Know
- Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund.
- If you have dietary restrictions, please add a note in the special requirements section when booking, and email to reservations@bobbysbikehike.com after booking to confirm they can accommodate.
- Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets.
- VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)
- TripAdvisor rated this tour its highest-level Traveler’s Choice Award each year since 2002.
- Operates in all weather conditions, please dress appropriately
What You’ll Experience
Christkindlemarket
Palmer House Hilton Historic Lobby
Macy's on State Street
Millennium Park
Cloud Gate
Jay Pritzker Pavilion
Daley Bicentennial Plaza
Chicago Christmas Tree
Wrigley Building
Lou Malnati's Pizzeria
Millennium Hall Restaurant
Palmer House Hilton Historic Lobby
Exchequer Restaurant & Pub
The Art Institute of Chicago (Pass By)
Meeting & Pickup
Meeting Point410 N Michigan Ave, North Michigan Avenue, Cook County Illinois, United States, US, 60611
Open in Google Maps
End PointChristkindlmarket Chicago, West Washington Street, Cook County Illinois, United States, US, 60602
Open in Google MapsCancellation Policy
Cancel your booking at least 24 hours before the experience start time to receive a full refund minus a 3.2% transaction fee.
We learned so much about the rich history of Chicago, the people who started the restaurants, the history of Chicago’s iconic foods: pizza, hot dogs, Italian beef sandwiches, this fires that destro...read more
Muy bueno el recorrido, las explicaciones del guía, los alimentos en calidad y cantidad, todo muy bueno.
If you're here in the city during the winter (especially if it's your first time), this is a great way to stay your trip! See all the biggest sights and taste the signature tastes. Is your starti...read more
Today I found out it was a FBA woman named Alice Mae Redmond who created the deep dish pizza in Chicago! She gets no recognition for it in Chicago but that’s nothing new. Enjoy!
I had an amazing time on this tour! Jamal was my tour guide. He was so nice and had great information about the restaurants and the city. I tried a lot of food I wouldn't have gotten on my own, and...read more
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10 meals
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