The Uptown Chamber of Commerce is hosting our 11th Annual WINTER WALK ON WILSON on Friday, December 5th, 2025 from 5:00 – 8:30 PM. This FREE event features sweet treats, warm drinks, and menu samples offered by local Uptown businesses and organizations, live holiday music along the Wilson and Broadway commercial corridors, a pop-up holiday market, and photo ops with Uptown’s own Panda Claus!
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PRIZE ALERT #1
Anyone who RSVPs (free) for the event will be eligible to win some exciting Uptown prizes! RSVP here:
https://www.exploreuptown.org/wilson
PRIZE ALERT #2: Help us light the night by wearing anything that lights up for your chance to be spotted and awarded a surprise gift from the Uptown Chamber of Commerce including gift cards to local businesses and swag!
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5:00-8:30PM
Stroll along Wilson Avenue to experience the holiday cheer of live performances and tasty offerings by Uptown's small businesses!
Participating Uptown small businesses/orgs:
Stay tuned for a digital map and guide!
2Bears Tavern Uptown
Broadway Bikes
Chicago Fair Trade Museum + Store
Chicago Market
Crema Shop
Downstate Donuts
Everybody's Coffee
Fauna Veterinary Care
Joel Hall Dancers & Center
Las Piñatas
Marina's Bistro @ Alexis Zimmer State Farm
Missio Dei Uptown
My Art House Studio
Nabala Cafe
Poor Boy Rich Taste
Sky's Beverage Depot
StudioUs
Sunflour Bakery @ JT Training Studios
TERRACE
Trading Post Pet Supplies
Uplift Community High School
Uptown Baptist Church
Uptown Church
Uptown Taproom
Wagnolia
Yoga Body Elements
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5:00 - 8:30PM
Music and Caroling!
Catch these roaming performers along Wilson Avenue on the night of the event:
Beaux & Belles
Faces for Radio
Lakeside Pride Instrumental Carolers
The Pippins
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5:00-8:30PM
Step inside the Uptown Holiday Market at the Chicago Market (4618 N. Broadway) featuring 30+ retail vendors and photo ops with Uptown's own Panda Claus!
Note: this space is ADA accessible and pet-friendly!
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Special Drink Discounts (ages 21+):
Make your way to our participating bars to take advantage of special drink discounts and offers (ages 21+ only)! Participating Bars TBA.
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Thank you to this year's Presenting Sponsor:
Fauna Veterinary Care
