Free Cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Cancellation Policy
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.
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.
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
Sample Menu
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
4
4 stars
0
3 stars
0
2 stars
0
1 star
0
We perform checks on reviews
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
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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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