Chicago-Style Holiday Hike: Festive Food and Walking Tour

4.9
(68 reviews)

3 hours (approximately)
Offered in: English

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's Included

Food samples
Holiday attractions
Holiday Cocoa or Cider
Local tour guide
$10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
Hotel pickup and drop-off
Alcoholic Beverages

Meeting and pickup

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.

End point

Itinerary

Duration: 3 hours (approximately)
  • 1

    Enjoy a hot cider at this outdoor german christmas market

    10 minutes Admission ticket 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.

    15 minutes Admission ticket free
  • 3
    Macy's on State Street

    Enjoy the Holiday decor

    10 minutes Admission ticket free
  • 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.

    1 hour Admission ticket free
  • 5
    Cloud Gate

    Iconic Chicago attraction

    5 minutes Admission ticket free
  • 6
    Jay Pritzker Pavilion

    Gorgeous open air amphitheater

    5 minutes Admission ticket free
  • 7

    Enjoy Christkindlmarkt in Chicago

    20 minutes Admission ticket free
  • 8

    Visit Chicago's Christmas Tree

    5 minutes Admission ticket free
  • 9
    Wrigley Building

    Visit one of Chicago's iconic buildings

    5 minutes Admission ticket free
  • 10
    Lou Malnati's Pizzeria

    Enjoy Chicago-style deep dish pizza

    15 minutes Admission ticket included
  • 11

    Enjoy a Chicago style hot dog or Italian Beef

    10 minutes Admission ticket 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.

    10 minutes Admission ticket included
  • 13
    Exchequer Restaurant & Pub

    Enjoy an italian beef sandwich.

    10 minutes Admission ticket included
  • The Art Institute of Chicago (Pass by)

    Amazing collections

    Admission ticket free

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+)
Supplied by Bobby's Bike Hike - Chicago

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Tags

Christmas
National Holidays
Half-day Tours
Walking Tours
Culinary Tours
City Tours
Seasonal
Food & Drink
Viator Plus
Excellent Quality
Low Supplier Cancellation Rate
Low Last Minute Supplier Cancellation Rate

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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Rating

4.9 Based on 68 68 reviews
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