Downtown Naperville Holiday Wine Walk

Sip, shop, and stroll through downtown at the Holiday Wine Walk on Dec 3rd! Enjoy wine, goodies, and festive fun. Tickets are limited! Get ready — the Downtown Naperville Holiday Wine Walk is back by popular demand! 🍷🎄 Join us on Thursday, December 3, 2026, for a festive evening of wine, shopping, and holiday cheer! Last year’s event was completely SOLD OUT, and our Holiday Wine Walk is a little smaller than our seasonal walks… so don't wait to grab your tickets! 🎟 Check-in: Hugo's Frog Bar & Fish House 55 S. Main Street, Naperville, IL 60540 Check-in begins at 4:00 PM, with staggered start times every 30 minutes until 6:00 PM. Please enter on the west side of the restaurant, near the check-in sign. Each guest will receive a wine glass and a map of tasting stops to explore throughout Downtown Naperville. Sip and stroll through beautifully decorated shops, enjoy holiday treats and exclusive in-store specials, and soak in the magic of the season. Whether you're shopping for gifts or raising a glass with friends, the Holiday Wine Walk is the perfect way to toast the most wonderful time of the year! 🎁🍷 Tickets are limited, so don't wait! Choose your check-in time when purchasing tickets. Proceeds benefit Little Friends. Please arrive promptly for your selected check-in time. Tickets are non-refundable but transferable. For questions, email [email protected]. A special thank-you to our Holiday Wine Walk sponsor, john greene Realtor, for helping make this festive tradition possible!