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Chicago Seasonal Stroll Walking Tour of Holiday Attractions

icon 2 hours Mobile ticket Free Cancellation
Tickets from € 43.35

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November 2024
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You can select up to 15 travellers in total

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Adult (12 - 99)

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There’s nothing more magical than downtown Chicago during the holiday season. 2-hour guided walking tour through the Chicago Loop, Millennium Park and the Magnificent Mile. This tour is brought to you, internationally recognized tour company headquartered right here in Chicago. Our entertaining guides will get your holiday spirit primed with plenty of fun facts, general knowledge, and the best of Chicago holiday decor. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the fabulous 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. This tour is a walking tour only. No food/drinks on this particular tour.
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  • Holiday attractions
  • Local tour guide
  • $6 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
  • Hotel pickup and drop-off
  • This is purely a walking tour, no food or drink offered on this tour
Departure Point

150 N Dearborn St, Chicago, IL 60601, USA Departure Point: Petterino's Directions: You will meet your guide inside of Petterino's restaurant. Please feel free to arrive early to grab a bite or cocktail at the restaurant before your tour, or a cup of to-go coffee to take along with you.

  • Christkindlemarket, Chicago, Illinois, United States
    Visit Chicago's open-air German Christmas market.
    5 minutes
  • Chicago, IL 60601, USA
    Visit Chicago's City Christmas Tree in Millennium Park
    5 minutes
  • Palmer House Hilton Historic Lobby, Chicago, Illinois, United States
    Stroll down State Street where the lights, decorations and window displays dazzle. 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
  • Cloud Gate, Chicago, Illinois, United States
    Iconic Chicago attraction
    5 minutes
  • Macy's on State Street, Chicago, Illinois, United States
    Enjoy the Holiday decor
    10 minutes
  • The Chicago Theatre, Chicago, Illinois, United States
    We will stop in front of the Chicago Theatre to take pictures and explain the history of the building.
    5 minutes
  • Millennium Park, Chicago, Illinois, United States
    We will give a tour of Millennium Park, with a focus on the City Christmas Tree and Ice Skating Rink.
    30 minutes
  • Michigan Avenue Bridge, Chicago, Illinois, United States
    Walk down Chicago's Magnificent Mile Shopping and Light district
    15 minutes
  • Daley Bicentennial Plaza, Chicago, Illinois, United States
    Enjoy Christkindlmarkt in Chicago
    20 minutes
  • Jay Pritzker Pavilion, Chicago, Illinois, United States
    Gorgeous open air amphitheater
    5 minutes
  • Service animals allowed
  • Public transportation options are available nearby
  • Infants and small children can ride in a pram or stroller
  • All areas and surfaces are wheelchair accessible
  • Suitable for all physical fitness levels
  • Transportation options are wheelchair accessible
  • Wheelchair accessible
  • All of our walking tours at the present moment do allow for ADA compliant and wheelchair accessible.
  • Operates in all weather conditions, please dress appropriately
  • TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002.
  • 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.
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Marlis_B
12 Dec 2022
Josie was a great guide! She was so fun and full of interesting facts about Chicago. It was a cold and rainy night and even thought the weather wasn't great, the tour was so fun!! We appreciated her and her enthusiasm!
Jason_L_Traveler
08 Nov 2021
We really enjoyed this walking tour of the Chicago holiday attractions. The sites were beautiful and the guide was very entertaining. Easy pace for just about anyone. Would recommend.
This tour in Chicago is organized by Bobby's Bike Hike - Chicago

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