Winterfest in Downtown Oak Park Join us at Winterfest on Saturday, December 6 for a celebration of the holiday season in Downtown Oak Park! Check out all the details below and mark your calendars for a day full of festive fun and community cheer. 11am–3pm – Cookie Walk The Cookie Walk begins as participating Downtown Oak Park businesses hand out cookies, chocolates, and sweet surprises to those with a 2025 Cookie Walk tin. Winterfest Entertainment – Saturday, December 6 Free Holiday Movie (The Polar Express) – Lake Theatre, 10:00 AM Heritage Chorale – 10:00–11:00 AM Santa – 11:00 AM–2:00 PM Canterbury Carolers – 11:30 AM–1:30 PM OPRF Show Choir – 12:00 PM Grace Church Carolers – 12:30–2:00 PM Winter Tales from Around the World at The Book Loft (Storytellers from Actor’s Garden) – 12:00–2:00 PM Holiday Saxophonist – 12:00–2:00 PM The Cookie Walk features cookies, chocolates, & treats from… … and many more! PLEASE NOTE BEFORE PURCHASING: ONE TIN ORDER LIMIT PER HOUSEHOLD – let your neighbors get in on the fun too! PICK UP your pre-purchased cookie tin along with a map to collect your cookies, chocolates, and treats at participating businesses. When: Sat, December 6th from 10 AM – 2 PM (the cookie walk is held 11 AM – 3 PM) Where: Hospitality tent located in Lot #3 on Marion Street between Q-BBQ (124 Marion) & Cold Stone Creamery (134 Marion) Bring: Confirmation email & State ID There will be no refunds. The cookie walk is held snow, rain or shine. ONE TIN ORDER LIMIT PER HOUSEHOLD – PLEASE DO NOT MAKE MULTIPLE ORDERS. Free Holiday Parking Free metered/Pay-By-Plate parking (2 Hours Max) and free garage parking (Holley Court Garage and Lake/Forest Garage) the Friday after Thanksgiving and every Saturday from November 30th through December 21st. Garage parking is always free on Sunday. Metered/Pay-By-Plate is always free after 8pm on weeknights and all day Sunday. For questions, please contact The Village of Oak Park Parking & Vehicle Services at parking@oak-park.us or 708-358-PARK (7275). View the Parking Map Event Sponsored by: Event Partners: