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!
About this Event

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!