Chicago Seasonal Stroll Walking Tour of Holiday Attractions

From $44.99 per person Lowest Price Guarantee

Select Date and Travelers

You can select up to 15 travelers in total.

Adult (12-99) Minimum: 1, Maximum: 15

Youth (4-11) Minimum: 0, Maximum: 15

Infant (0-3) Minimum: 0, Maximum: 15

Book online or call: +1 437 970 2890

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

Chicago's Seasonal Stroll

2 Adults x $44.99

$89.98

Approx Total

$89.98

Inclusions / Exclusions

Mobile ticket
Offered in: English
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

Overview

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.

Meeting points

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.

End point

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Itinerary

Christkindlemarket

Visit Chicago's open-air German Christmas market.

5 minutes
N/A

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
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

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.

Free Cancellation

November 20100% refund

November 21No refund

You can cancel up to 24 hours in advance of the experience for a full refund.

For a full refund, you must cancel at least 24 hours before the experience’s start 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 good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Reviews

5.0

4 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews

5 stars

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We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her

Reviews by TravelOne travelers

Showing 1-3 of 4 reviews with 5 stars

Great and informative

Published on Dec, 2024

This seasonal waking tour was great and informative very nice at Christmas time. I enjoyed the walk with Fran our tour guide. She was amazing and gave us a fun experience.

A cold, rainy walking tour of Chicago!

Published on 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!

Great time on the Seasonal Stroll walking tour

Published on 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.

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