Chicago Seasonal Stroll Walking Tour of Holiday Attractions
Chicago, US
100% of travellers recommend this
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2-hour walking tour
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Local English-speaking guide
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Visit holiday attractions
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Wheelchair accessible tour
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Operates in all weather
Experience the magic of Chicago's holiday season on a 2-hour walking tour of festive attractions, guided by local experts in the Loop and Magnificent Mile.
Featured Reviews
Included
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Holiday attractions -
Local tour guide
Excluded
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$6 per person (or more) suggested guide gratuity. (via cash, venmo and paypal) -
Hotel pickup and drop-off
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This is purely a walking tour, no food or drink offered on this tour
Experience the magic of Chicago's holiday season on a 2-hour walking tour of festive attractions, guided by local experts in the Loop and Magnificent Mile.
Highlights
- Magical downtown Chicago during holiday season
- 2-hour guided walking tour of Chicago Loop
- Fabulous Christmas window displays at Marshall Field's
- Ice skating rink at Millennium Park
- Legendary Christkindlmarket in Chicago
Meeting Point
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.
150 N Dearborn St, Chicago, IL 60601 , United States
What to expect
Christkindlemarket
Visit Chicago's open-air German Christmas market.
5 minutes
Admission Included
Chicago Christmas Tree
Visit Chicago's City Christmas Tree in Millennium Park
5 minutes
Palmer House Hilton Historic Lobby
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
Iconic Chicago attraction
5 minutes
Macy's on State Street
Enjoy the Holiday decor
10 minutes
The Chicago Theatre
We will stop in front of the Chicago Theatre to take pictures and explain the history of the building.
5 minutes
Admission Not Included
Millennium Park
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
Walk down Chicago's Magnificent Mile Shopping and Light district
15 minutes
Daley Bicentennial Plaza
Enjoy Christkindlmarkt in Chicago
20 minutes
Jay Pritzker Pavilion
Gorgeous open air amphitheater
5 minutes
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
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Service animals allowed -
Public transportation options are available nearby
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Infants and small children can ride in a pram or stroller
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All areas and surfaces are wheelchair accessible
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Suitable for all physical fitness levels
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Transportation options are wheelchair accessible
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Wheelchair accessible
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All of our walking tours at the present moment do allow for ADA compliant and wheelchair accessible.
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Operates in all weather conditions, please dress appropriately
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TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002.
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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.
What our experts say
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Arrive early for a bite at Petterino's. -
Dress warmly, it's chilly in December.
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Consider visiting the nearby Art Institute.
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Check out the German treats at Christkindlmarket.
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Bring a camera for festive photos!
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