Jan 13, 2026
Amazing time - We booked The Christmas Tree Crawl Experience in Chicago through TripAdvisor on December 13, and we had amazing time. The tour was enjoyable regardless of the cold and windy weather indicative of the season, thanks to the excellent knowledge of our guide, Hillary, who combined insight into architecture and history with her outstanding knowledge of Christmas traditions to create a memorable tour experience. We are planning to return next year.
Review provided by Tripadvisor
Dec 22, 2025
A totally delightful, festive tour - My sister and I spent a few days in Chicago right before Christmas, and we did this tour on a lark… And it was absolutely delightful. It’s an inside and outside walking tour of downtown, highlighting all kinds of Christmas decorations. Hilary (who also happens to own the company) was a fantastic guide – knowledgeable, fun, super warm, and full of historical and architectural information along with the festive Christmas stuff. Completely, utterly delightful.
Review provided by Tripadvisor
Dec 22, 2025
A Festive Delight - My sister and I did this while in Chicago for a few days. It was so fun and charming and festive. Hilary (who actually owns the tour company) could not have been more knowledgeable - and she’s a freaking delight. The tour ends at the Palmer House, which is a gorgeous, historic hotel (super festive at Christmas). Fantastic guide, fantastic tour!
Review provided by Viator
Dec 21, 2025
Well-run tour that our kid enjoyed! Comfortable pace that shows so much! - Highly recommended! We brought our 4 year old along expecting to abandon after 30 minutes or so, but the boy loved the full 2 hours. Perfect mix of indoor/outdoor with a bathroom break. Scott was fantastic as guide. I’ve been to Chicago this time of year a dozen times, and learned/saw MANY new things - wish I had done this way sooner! There were 20 total in the group (5 in our family), and everyone was so nice! I would do this again!!!
Review provided by Tripadvisor
Dec 20, 2025
Awesome Christmas walking tour - Scott gave a group of 20 including 5 from our family an excellent tour, stopping at about 8 different places to share interesting details about the buildings paying special attention to Christmas. We visited the famous Marshall Fields department store and traveled up 7 successive escalators to visit the Walnut Room (restaurant) within which is a highly decorated Christmas tree. The 2 hours flew by and we ended up at the Palmer House Hotel where we were staying. Highly recommended!
Review provided by Tripadvisor
Dec 20, 2025
Well worth it! Scott was great - Great value lots of insights that I had no idea about! It was also great to walk around Chicago and behind the ropes to get inside several places I had no idea existed
Review provided by Tripadvisor
Dec 19, 2025
One of my all time favorite tours - This was a phenomenal experience. I loved learning about the history of the city as well as the history of Christmas. Scott was a phenomenal tour guide who obviously was passionate about history. I learned so much cool and interesting stuff about the city. I can't wait to book my next tour!
Review provided by Tripadvisor
Dec 19, 2025
Perfect way to see the city! - Scott was great! We saw so many beautiful buildings that I had never seen before despite growing up in the area. Will definitely be going back.
Review provided by Tripadvisor
Dec 15, 2025
Much more than Christmas trees - Viewing the various Christmas trees was fun, but for me, learning new “fun facts” about Chicago, the history behind some of our favorite Christmas traditions, and several downtown buildings was well worth the price, thanks to our guide Scott.
Review provided by Tripadvisor
Dec 22, 2025
Such a disappointment - This tour was a total disappointment. Our guide took a call as soon as we were about to start. Walked away from the entire group and was on his phone for 15 minutes. We were all just standing there in the cold waiting. He then told us he had to make some “changes” to the tour. He started walking extremely fast and was way in front of us all. By the time we got to the first stop two people already left the tour. The first stop, we could not even go in to see the tree. At the second indoor stop 5 people decided they wanted to quit the tour so he had to spend another 10 minutes trying to give them a refund, while we all just stood inside this office building. Third stop he gave us very frozen Frango mints in the dirty underground train station. Kept showing us Christmas pictures from a ratty notebook. We ended up exiting the tour at Macy’s. This was a poorly run tour with only 1 Christmas tree being seen. The guide seemed very overwhelmed and unprepared.
Review provided by Tripadvisor
