Why choose this tour ?
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!
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Free cancellation up to 24 hours before the experience starts (local time).
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What makes Chicago-Style Holiday Hike: Festive Food and Walking Tour a unique experience ?
Enjoy a hot cider at this outdoor german christmas market
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.
Enjoy the Holiday decor
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.
Iconic Chicago attraction
Gorgeous open air amphitheater
Enjoy Christkindlmarkt in Chicago
Visit Chicago's Christmas Tree
Visit one of Chicago's iconic buildings
Enjoy Chicago-style deep dish pizza
Enjoy a Chicago style hot dog or Italian Beef
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.
Enjoy an italian beef sandwich.
Amazing collections
Tour Description & Additional Info:
- Wheelchair accessible
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- 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.
- Our groups have exclusive VIP access to locations we visit.
- Operates in all weather conditions, please dress appropriately
- 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.
Options To Choose for Your Trip:
- Holiday Hike: Festive Chicago Food and Walking Tour
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Chicago-Style Holiday Hike: Festive Food and Walking Tour Inclusions:
Included with Your Ticket
- Food samples
- Holiday attractions
- Holiday Cocoa or Cider
- Local tour guide
Not Included
- $10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
- Hotel pickup and drop-off
Trending Nearby Tours Likely To Sell Out
Special Instructions:
- This Tour is Provided by Bobby's Bike Hike - Chicago.
- Tour Timezone & Starts at America/Chicago.
- Mobile or paper ticket accepted.
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- This Tour is Rated 5 Stars based on 64 valid reviews on VIATOR.
- Minimum 1 Travelers is required to book.
- Maximum 15 Travelers is accepted for booking.
Please arrive 15 minutes before scheduled tour time $10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal) Wear comfortable and seasonally appropriate clothing/shoes Please use the Restroom before your arrival. Bring a bottle of water. Tours run rain or shine If you have dietary restrictions, please contact local operator by reaching out via email to reservations@bobbysbikehike.com after booking to confirm they can accommodate.