2023 Winter Walk on Wilson
Friday, December 1st
5:00pm – 8:00pm FREE EVENT!
The Uptown Chamber of Commerce is hosting our 9th Annual WINTER WALK ON WILSON on Friday, December 1, 2023 from 5:00 – 8:00 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!
Stroll along Wilson Avenue to experience the holiday cheer of live performances and free tasty offerings by Uptown's small businesses! The first 20 people to stop by each of the participating businesses will receive an LED Snow Globe pin. Wear this during the event 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! Full list of participating businesses here.
Step inside the Uptown Holiday Market hosted by the Chicago Market at 4620 N. Broadway featuring 30 retail vendors, kids crafts, and photo ops with Uptown's own Panda Claus! Full list of vendors here.
Winthrop Family Historical Garden, 4628 N. Winthrop Have you heard? Be vigilant! The snow whale is coming back after 100 years away in honor of the Uptown Chamber's 100th Anniversary! On the first of December! The snow whale! It’s coming back! Don’t miss you chance to compose your message of holiday hope to share with the snow whale and seal your message in a decorated bottle, and cast it into the boat shrine floating upon the winter sea.
5:00-8:00pm A variety of performers and strolling musicians will be playing along the Wilson Avenue corridor including street corners and inside local businesses. Confirmed performers include: Faces for Radio, The People’s Music School, The Red Line Hustlers, Coffee Jazz Collective, Beaux & Belles, Aloha Center Chicago, Cabinet of Curiosity, The Crossing, Glenn Kaiser, Old Town School of Folk Music + more TBA.
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 include:
2Bears Tavern - $3 house shots, $7.50 Big Miller Lites. Offer good during open hours - 3:00PM to 4:00AM
Carol’s Pub - $7 old fashioneds and margaritas. Offer good from 5:00PM - 8:00PM
Max’s Place - $4 Chicago Handshakes (12oz Old Style Draft and a shot of Malort), $3 Draft beers. 5:00PM - 8:00PM
My Buddy’s - $1 of EVERY Drink purchase AND $2 of any shot or Specialty Drink (Mojito, Margarita, Old Fashioned, etc) will go to support the Pedersen-McCormick Boys & Girls Club! Offer good during open hours -5:00PM - 2:00AM
XMarket Food Hall - Free tea samples & Half off margaritas and mules. 5:00PM - 8:00PM
FREE PARKING available until 8:30pm in Truman College’s parking garage (directions) located off of Racine Street, and is accessible from Wilson Avenue.
Thank you to our 2023 Winter Walk on Wilson sponsors!
Thank you to our 2023 Annual Sponsors!
DLG Management Platform 4611 Tiny Giants WeWork
Date and Time
Friday Dec 1, 2023 5:00 PM - 8:00 PM CST
Friday, December 1st
Wilson & Broadway
A map of participating business will be announced soon!