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Chicago-Style Holiday Hike: Festive Food and Walking Tour

Chicago, US
98% of travellers recommend this
Excellent (68 reviews)
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Free Cancellation up to before the experience starts (local time)

    • Duration 3 hours
    • Food samples included
    • Local tour guide
    • VIP craft beer upgrade
    • Accessible for all fitness levels
    • Operates in all weather

    Explore the festive flavors of Chicago with a guided walking tour featuring iconic holiday treats and attractions in the heart of the city.

    Featured Reviews

    Excellent (68 reviews)
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    Viator
    formorrie4
    Dec 23
    Such a fun tour. Julia was AMAZING and so knowledgeable. A great way to sample Chicago’s most popular culinary delights while learning about the city and its history. A must do tour!!
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    Viator
    960becb
    Dec 23
    Great tour. The food and drink were delicious and Our tour guide Mickey was fun and knowledgable! Would recommend.
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    Viator
    Shanta_C
    Dec 23
    This was my husband and I first time visiting Chicago. I'm so happy I decided to do the tour and enjoyed every second of it. Our tour guide was Brooke, whom was very knowledgable of the entire city. I would definitely recommend this tour when visiting Chicago and ask for Brooke, she was amazing.
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    Viator
    Melissa_G
    Dec 23
    We enjoyed the tour. It was great way to see and learn different things about the city. Fun trying true Chicago food. Mickey the tour guide was great!
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    Viator
    K4483BKtimm
    Dec 23
    Absolutely wonderful! Our your guide, Mickey Jordan, was fantastic. So knowledgeable and fun. The tour itself was great. Hit several Chicago landmarks along with sampling of great food.
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    Included

    • inclusion
      Food samples
    • inclusion
      Holiday attractions
    • inclusion
      Holiday cocoa or cider
    • inclusion
      Local tour guide

    Excluded

    • exclusion
      Alcoholic beverages
    • exclusion
      $10 per person (or more) suggested guide gratuity. (via cash, venmo and paypal)
    • exclusion
      Hotel pickup and drop-off
    0 / 0
    Chicago-Style Holiday Hike: Festive Food and Walking Tour

    Explore the festive flavors of Chicago with a guided walking tour featuring iconic holiday treats and attractions in the heart of the city.

    Highlights

    • Sample delicious Chicago-style deep dish pizza
    • Indulge in a Chicago-style hot dog or Italian Beef
    • Experience the magical Christkindlemarket
    • Admire the beautiful Christmas window displays at Marshall Field's
    • Explore Millennium Park and see the iconic Cloud Gate sculpture

    Meeting Point

    Departure Point: Lou Malnati's Pizzeria - Wrigley Building Directions: Please note that the entrance is located on the Northside of the Wrigley Building - ground level. Your guide will be wearing a Bobby's Bike Hike shirt and paddle.

    Meeting point

    ,

    End point

    End Point

    Meeting point

    50 W Washington St, Chicago, IL 60602 , United States

    End point

    What to expect

    1

    Christkindlemarket

    Enjoy a hot cider at this outdoor german christmas market

    Duration 10 minutes
    Admission Admission Included
    2

    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
    3

    Macy's on State Street

    Enjoy the Holiday decor

    Duration 10 minutes
    4

    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 60 minutes
    5

    Cloud Gate

    Iconic Chicago attraction

    Duration 5 minutes
    6

    Jay Pritzker Pavilion

    Gorgeous open air amphitheater

    Duration 5 minutes
    7

    Daley Bicentennial Plaza

    Enjoy Christkindlmarkt in Chicago

    Duration 20 minutes
    8

    Chicago Christmas Tree

    Visit Chicago's Christmas Tree

    Duration 5 minutes
    9

    Wrigley Building

    Visit one of Chicago's iconic buildings

    Duration 5 minutes
    10

    Lou Malnati's Pizzeria

    Enjoy Chicago-style deep dish pizza

    Duration 15 minutes
    Admission Admission Included
    11

    Millennium Hall

    Enjoy a Chicago style hot dog or Italian Beef

    Duration 10 minutes
    Admission Admission Included
    12

    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
    Admission Admission Included
    13

    Exchequer Restaurant & Pub

    Enjoy an italian beef sandwich.

    Duration 10 minutes
    Admission Admission Included
    14

    The Art Institute of Chicago

    Amazing collections

    The experience can be subject to change due to bad weather or unforseen circumstances. We always endeavour to give you the best possible experience.

    Additional Information

    • Additional information
      Wheelchair accessible
    • Additional information
      Public transportation options are available nearby
    • Additional information
      Suitable for all physical fitness levels
    • Additional information
      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.
    • Additional information
      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.
    • Additional information
      VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)
    • Additional information
      TripAdvisor rated this tour its highest-level Traveler’s Choice Award each year since 2002.
    • Additional information
      Our groups have exclusive VIP access to locations we visit.
    • Additional information
      Operates in all weather conditions, please dress appropriately
    • Additional information
      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.
    Provided by Bobby's Bike Hike - Chicago

    What our experts say

    • icon
      Try the deep dish at Lou Malnati's!
    • icon
      Visit the Christkindlmarket for unique gifts.
    • icon
      Take photos at Cloud Gate for great memories.
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      Dress warm; it can get chilly outside.
    • icon
      Check out nearby restaurants for dinner.

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