Home Events - South Street Arts & Entertainment Community Event Featured Food & Drink Headhouse Shambles Holiday Live Music Shopping Things To Do Holidays on South Street: Tree Lighting, Santa Meet & Greet, and Mrs. Claus Holiday Market

Holidays on South Street: Tree Lighting, Santa Meet & Greet, and Mrs. Claus Holiday Market

You better not shout and you better not cry! Join the South Street Headhouse District for our magnificent annual Tree Lighting Ceremony, Santa Meet & Greet, & Mrs. Claus Holiday Market!
Shop small and support local businesses on and around South Street this holiday season, and fill your Saturday afternoon with free, festive, family-friendly fun!


When: Saturday, December 2nd, 12pm – 4:30pm
Where: Headhouse Shambles, 2nd & Pine Streets

Ho, ho, ho! Mr. and Mrs. Claus are coming to South Street for a Tree Lighting Ceremony & Holiday Market at the Headhouse Shambles! Join us for a pop-up holiday market featuring small businesses, local vendors and creators, live performances, plus a meet-and-greet with Santa!

The Mrs. Claus Holiday Market is presented in collaboration with the Sisterly Love Collective, featuring local Woman-Owned small businesses, live holiday performances, and more! Have a little extra love to share this holiday season? We will also be collecting small toys for the South Street Mini Station’s annual Toy Drive. Many thanks to our Holidays on South Street sponsors, Stateside Vodka, Giordano Garden Groceries, and TargetPark USA, as well as our Tree Lighting Ceremony hosts, FOX29’s Bob Kelly and Ellen Kolodziej!

12pm – 4pm | Mrs. Claus Holiday Market
2:30pm – 4:30pm | Meet Santa at the Headhouse Shambles
4:15 – 4:30pm | Tree Lighting Ceremony hosted by FOX29’s Bob Kelly and Ellen Kolodziej!
Additional performance schedules to follow.


Mrs. Claus Holiday Market features Woman-Owned small businesses from the Sisterly Love Collective!

(πŸŽ„) Indicates a SSHD Business.


Get your holiday shopping done with a South Street Holiday Haul!

Running November 16th through December 24th, shop at more than 40 South Street Headhouse District businesses this holiday season for the chance to win a South Street Shopping Spree valued at over $200!* Earn more raffle entries by visiting more stores throughout the District! Participating businesses TBA.

Want more ways to win? Share a photo or selfie from your visit using the hashtag #SouthStreetHolidayHaul for a chance to win our $200 social media giveaway!**

*Winners will be contacted on January 1st.
**Winner will be announced on January 1st.


Want more Holidays on South Street? Join us for these free, festive, and family-friendly events!

✨ Saturday, December 9th – Sisterly Love Collective Holiday Market
✨ Monday, December 11th – Headhouse Festival of Lights & Menorah Lighting
✨ Saturday, December 16th – Sisterly Love Collective Holiday Market


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🧭 How To Get Here: ➑ We’re accessible via driving, cycling, public transit, and walking. For specific directions from your location, use our custom Google Maps Directions.

🚘 Parking: ➑ Make parking on South Street a breeze with TargetPark! Featuring two conveniently located parking lots on the east end of South Street, TargetPark is here to help you kick back, relax, and enjoy a day on South Street instead of fixating on your parking meter. Visit TargetPark at 530 S. 2nd Street or 215 Lombard Street for local and easy parking options! Entrances are located on 3rd near South Street, and Lombard between 2nd and 3rd Streets!


Dec 02 2023


12:00 am - 4:30 pm


Headhouse Shambles
S. 2nd Street and Pine Street