Chicago Seasonal Stroll Walking Tour of Holiday Attractions

Chicago, US
100% of travellers recommend this
Excellent (4 reviews)

Included

  • inclusion
    Holiday attractions
  • inclusion
    Local tour guide

Excluded

  • exclusion
    $6 per person (or more) suggested guide gratuity. (via cash, venmo and paypal)
  • exclusion
    Hotel pickup and drop-off
  • exclusion
    This is purely a walking tour, no food or drink offered on this tour

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.

Meeting point

150 N Dearborn St, Chicago, IL 60601 , United States

End point

What to expect

1

Christkindlemarket

Visit Chicago's open-air German Christmas market.

Duration 5 minutes
Admission Admission Included
2

Chicago Christmas Tree

Visit Chicago's City Christmas Tree in Millennium Park

Duration 5 minutes
3

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.

Duration 15 minutes
4

Cloud Gate

Iconic Chicago attraction

Duration 5 minutes
5

Macy's on State Street

Enjoy the Holiday decor

Duration 10 minutes
6

The Chicago Theatre

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

Duration 5 minutes
Admission Admission Not Included
7

Millennium Park

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

Duration 30 minutes
8

Michigan Avenue Bridge

Walk down Chicago's Magnificent Mile Shopping and Light district

Duration 15 minutes
9

Daley Bicentennial Plaza

Enjoy Christkindlmarkt in Chicago

Duration 20 minutes
10

Jay Pritzker Pavilion

Gorgeous open air amphitheater

Duration 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

  • Additional information
    Service animals allowed
  • Additional information
    Public transportation options are available nearby
  • Additional information
    Infants and small children can ride in a pram or stroller
  • Additional information
    All areas and surfaces are wheelchair accessible
  • Additional information
    Suitable for all physical fitness levels
  • Additional information
    Transportation options are wheelchair accessible
  • Additional information
    Wheelchair accessible
  • Additional information
    All of our walking tours at the present moment do allow for ADA compliant and wheelchair accessible.
  • Additional information
    Operates in all weather conditions, please dress appropriately
  • Additional information
    TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002.
  • 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
    Arrive early for a bite at Petterino's.
  • icon
    Dress warmly, it's chilly in December.
  • icon
    Consider visiting the nearby Art Institute.
  • icon
    Check out the German treats at Christkindlmarket.
  • icon
    Bring a camera for festive photos!

More About this Experience

Introduction

Chicago during the holiday season is like stepping into a winter wonderland, and there's no better way to experience its magic than with the Chicago Seasonal Stroll Walking Tour of Holiday Attractions. This 2-hour guided walking tour takes you through the heart of downtown Chicago, from the famous Loop to Millennium Park and the grand Magnificent Mile. Hosted by an internationally recognized tour company based in Chicago, this tour promises to immerse you in the holiday spirit with intriguing fun facts and the best of Chicago's festive decorations. Did you know that the story of Rudolph the red-nosed reindeer was created right here in Chicago?

What to expect?

During this tour, you can expect to be enchanted by the sights and sounds of the holiday season. The total duration is 120 minutes, and you'll be taken to iconic attractions like the Christkindlemarket, Chicago's open-air German Christmas market. You'll also get a chance to visit Chicago's City Christmas Tree in Millennium Park, where the shimmering lights will leave you in awe. Stroll down State Street, adorned with dazzling lights and decorations, and step inside the historic Palmer House Hilton to admire its magnificent interior architecture. Snap a photo in front of the famous Cloud Gate, and soak in the holiday decor at Macy's on State Street. The tour also includes stops at The Chicago Theatre, Millennium Park, Michigan Avenue Bridge, Daley Bicentennial Plaza, and the gorgeous Jay Pritzker Pavilion.

Who is this for?

This walking tour is perfect for anyone who wants to fully experience the festive atmosphere of downtown Chicago during the holiday season. Whether you're a local wanting to discover more about your city's holiday traditions or a tourist eager to immerse yourself in the holiday spirit, this tour is for you. Families, friends, couples, and solo travelers alike will enjoy this enchanting journey through the city's holiday attractions. The tour is suitable for all age groups, ensuring that everyone can create lasting memories and embrace the magic of the season.

Why book this?

The Chicago Seasonal Stroll Walking Tour of Holiday Attractions offers a unique opportunity to discover the charm and beauty of downtown Chicago during the most wonderful time of the year. With knowledgeable and entertaining guides, you'll not only get to admire the holiday decorations but also learn interesting facts about Chicago's history and holiday traditions. From the original Marshall Field's department store's Christmas window displays to the legendary Christkindlmarket, every stop on this tour will leave you mesmerized. This tour allows you to experience the city's holiday spirit like a local, creating memories that will last a lifetime.

Good to know

Please note that this tour is a walking tour only, and no food or drinks are included. The meeting point is Petterino's, where you can grab a bite or a cocktail before the tour. If you're a coffee lover, feel free to grab a cup of to-go coffee to take along with you. Wear comfortable shoes and dress warmly, as Chicago can be chilly during the winter. The tour covers a variety of attractions, so be prepared for a 2-hour adventure filled with holiday wonders.

Reviews

Customers have been raving about the Chicago Seasonal Stroll Walking Tour of Holiday Attractions. Many reviewers have mentioned that the guides' knowledge and storytelling skills added an extra layer of enjoyment to the tour. They appreciated the opportunity to discover hidden gems of Chicago's holiday season and loved the festive atmosphere. Overall, previous participants have expressed high levels of satisfaction with the tour and highly recommend it as a must-do experience during the holiday season in Chicago.

Select Currency