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It's A Wonderful West Town Sip & Shop at West Town Chicago Chamber of Commerce

It's A Wonderful West Town Sip & Shop

Shop participating West Town businesses from noon to 5pm, with snacks, drinks, carolers, Santa photos, and free pedicab rides. From December 5–24, purchases of $50 or more can be entered into a drawing for a gift bundle.

AI summary · From the event listing

December 5, 2026 · 12 PM – 5 PM

West Town Chicago Chamber of Commerce · Free ·

Keep your plans in one place. Free account.

Website on Luma

Shop participating West Town businesses with holiday carolers, Santa photos, and free pedicab rides between shops.

AI · From the event listing

Organizer’s description

Get in we are going shopping-shopping small in the West Town neighborhood for the holiday season! On December 5th from 12pm-5pm you can stroll around West Town for deals, snacks, drinks, singing carolers, free pedicab rides, visits with Santa, and more! Check out all the details on our website. 12pm-5pm Free pedicab rides to take you to any participating business and shop until you drop! 12pm-3pm Free photos with Santa at West Town Chamber of Commerce (1819 W Chicago Ave) 12pm-5pm Holiday Carolers singing all over West Town! They will be stopping by local participating businesses to serenade you while you shop and spread holiday cheer :) Dec 5-Dec 24 Spend $50 or more at any participating business and you can be entered to win the ultimate West Town gift bundle- I'm talking gift cards to your fav West Town small businesses and coveted items from your local go-tos. We are serious about shopping small during the holidays and all year round! You do not have to RSVP to attend this event, it is free! But if you do we will send you a survey after the sip and shop to ask how it went. We value your feedback and it helps us to put on better events.

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