West Town


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West Town Winterfest

Saturday, December 3rd, 2021


West Town Winterfest is an annual event encouraging holiday shopping at the local West Town Chamber member small businesses. The event features "Jolly Trolley" guided shopping trolley tours of the West Town commercial corridors and participating businesses, along with holiday craft markets, local retail and restaurant specials, and promotions. Participants can purchase a ticket for the Jolly Trolly, or curate their own holiday shopping experience by "shopping the blocks" using the holiday shopping guide.

2022's West Town Winterfest provides an opportunity for participants to earn West Town Winterbucks as they shop by saving and submitting receipts for gift cards to use in the early months of 2023.

#WestTownWinterfest @WestTownChicago


Holiday & Winter Shopping

Shop locally ALL WINTER! Find unique and diverse retailers, gift shops, vintage stores, apparel shops, art galleries, salons, and more by exploring the West Town Chamber of Commerce Business Directory:



Winterfest Participants

Interested in getting involved with the West Town Winterfest in 2022, let us know below!