Why choose this Chicago tour ?

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.



Make the most of your Chicago adventure

What makes Chicago Seasonal Stroll Walking Tour of Holiday Attractions a unique experience ?

Visit Chicago’s open-air German Christmas market.

Visit Chicago’s City Christmas Tree in Millennium Park

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.

Iconic Chicago attraction

Enjoy the Holiday decor

We will stop in front of the Chicago Theatre to take pictures and explain the history of the building.

We will give a tour of Millennium Park, with a focus on the City Christmas Tree and Ice Skating Rink.

Walk down Chicago’s Magnificent Mile Shopping and Light district

Enjoy Christkindlmarkt in Chicago

Gorgeous open air amphitheater

Tour Description & Additional Info:

  • 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.


Options To Choose for Your Trip:

  • Chicago’s Seasonal Stroll
    Add

Chicago Seasonal Stroll Walking Tour of Holiday Attractions Inclusions:

Included with Your Ticket

  • Holiday attractions
  • Local tour guide

Not Included

  • $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

Trending Chicago Nearby Tours Likely To Sell Out

Special Instructions:

    Please arrive 15 minutes before scheduled tour time
    $6per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
    Wear comfortable clothing/shoes
    Please use the Restroom before your arrival.
    Bring water.
    Tours run rain or shine or snow

    Please be advised..

  • 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 2 valid reviews on VIATOR.
  • Minimum 1 Travelers is required to book.
  • Maximum 15 Travelers is accepted for booking.