Chicago Christmas Tree Crawl: Explore Holiday Decorations in Downtown

Embark on a nostalgic and educational Christmas tree crawl in downtown Chicago. Discover stunning holiday decorations and learn about the origins of Christmas characters and traditions.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Chicago - We will be covering about 1.5 miles worth of beautiful holiday decorations and traditions in downtown Chicago, learning about the history of everything we see along the way!
What's Included
  • Local guide
  • Snacks
What's Not Included
  • Gratuities
Additional Information

Join us on a heartwarming and informative ‘Christmas treasure expedition’ through the heart of Chicago, where we’ll seek out the city’s most breathtaking and remarkable Christmas trees and holiday adornments — we’ve got all the locations covered! This tour goes beyond the usual spots like the Christkindlmarkt and the historic Marshall Field’s, reaching…

Location
Peet's Coffee
Michigan Avenue
We meet outside the Peet's Coffee Shop in the Wrigley Building. Nearest address is 400 N. Michigan Avenue. The Peet's Coffee Shop is located in the walk-through plaza BETWEEN the two parts of the Wrigley Building, just off of Michigan Avenue.
Cancellation Policy

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

Customer Ratings
4.9
(23 Ratings)
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Kbear02
Dec 17, 2024
Get in the holiday spirit - I live in the area and visit Chicago often, I thought I knew everything about the city with the amount of tours I have done throughout the years. I highly recommend this tour. It’s a fun, entertaining tour and I learned a lot about Chicago’s Christmas traditions and how they came to be. Heath was our guide and his knowledge and passion for the city made for a great tour. Give this tour a try it will for sure get you in the holiday spirit!!
Review provided by Tripadvisor
Kikom297
Dec 13, 2024
A wonderful tour!! - It was a wonderful tour with a wonderful hostess. Saw some amazing places and amazing trees. I’d definitely recommend this anyone who loves Christmas!!
Review provided by Tripadvisor
Reese_k
Dec 9, 2024
Fun activity on a nice day - The tour guide rocked he was fun and knew a lot. He was also up beat and made the whole experience better!
Review provided by Viator
Larrykd3398ba
Dec 8, 2024
A Unique and Entertaining Christmas Experience - We LOVED the Christmas Tree Crawl! Fun, entertaining, educational, a decent but not overwhelming walk with Hillary, our guide who knows her stuff and whose passion for it shows. A perfect mix of indoor and outdoor locations and even a Frango Mint! We've done many different Christmas activities around the city and this is one of the most unique and memorable. No better way to get into the holiday spirit!
Review provided by Tripadvisor
Shelnscott
Dec 8, 2024
Festive Fun! - My husband and I took this tour on our empty nesters do Christmas in Chicago trip. I love Christmas decorations and we hadn’t done a tour in Chicago in a few years. Our tour guide was the owner of the company and was filled with knowledge about the city, the decorations and local architecture. I was worried that I would get so cold that I wouldn’t be able to enjoy myself but there were plenty of inside stops that warmed me back up. We saw some beautiful trees, took some fabulous photos and had lots of fun. I would recommend having dinner reservations in the Millennium Park area around or after 6pm afterwards. Many restaurants that you usually didn’t need reservations for were closed for private holiday parties.
Review provided by Tripadvisor
Jill_l
Dec 8, 2024
Hillary is a wealth of... - Hillary is a wealth of knowledge and knows exactly where to go in Chicago. She is also very friendly and welcoming, if not a bit cheeky. We learned so much about the city and its tremendous influence on our society and culture. It was so much fun.
Review provided by Viator
Boardingpass678807
Dec 7, 2024
Christmas Tree Crawl Tour - AWESOME!! - I would highly recommend this tour. Hillary was an awesome tour guide and explained some of the history of the buildings that we were going into. She also takes great pics!! I give this tour 5 stars for sure. Very enjoyable!!
Review provided by Tripadvisor
John_m
Dec 7, 2024
Hillary is so charming! ... - Hillary is so charming! We had a pretty big group of strangers at the beginning and she magically transformed us into a group that watched out for each other ❤️ She knows some history related to Christmas traditions and we saw some beautiful trees!! She gets A++
Review provided by Viator
Gary
Dec 6, 2024
Great Experience!! - Hillary did a great job with just enough detail without getting into the weeds. Can’t wait to try the sugar cookie recipe
Review provided by Tripadvisor
Michael_k
Dec 1, 2024
Our tour guide, Heath,... - Our tour guide, Heath, was outstanding! His passion and knowledge of Chicago made the tour enjoyable despite the FRIGID temperatures!
Review provided by Viator