Downtown Oshkosh Spring Wine Walk 2026

Hey there wine lovers- come hang with us at our Pajama Party–Themed Spring Wine Walk! Grab your friends and enjoy a whimsical day of sipping, strolling, and feel-good vibes. *Tickets are $35 and go on sale April 3rd!

🍷 Date: Saturday, May 9th, 2026

👕 Dress Code: Pajama Party Chic- wear your favorite PJs, slippers, or loungewear! *Dressing up is optional

🎟️ Tickets: $35. When you purchase tickets, you will be asked to select a specific check-in time.

🍇 Starting Location: Check-in at Time Community Theater, 445 N. Main St. prior to starting the walk.

IMPORTANT

Please make sure to check-in at your designated time at Time Community Theater, 445 N. Main St. ALL attendees will have to be present to obtain their wristband. EVERY event attendee will need to bring a valid form of identification to confirm legal drinking age – no exceptions! The check-in location closes at 2:00pm.

20+ wine samples will be featured at different businesses throughout Downtown Oshkosh and participants can sample up to a total of 18 wines – 1 sample per location. Some businesses will be offering specials, coupons, and opportunities to win prizes throughout the event.

The Wine Walk will run rain or shine! Stores will also be open to the general public of all ages during this time.

Tickets include:

-18 wine samples

-Souvenir wine glass

-Map of participating wine locations and their wine offerings for the day

…and more!

Wine Walk rules:

• Participants must be 21 years of age or older.
• Your lanyard and souvenir cup is your ticket to participate in the Wine Walk. You will not be served unless you have your cup, lanyard and 21+ wristband.
• Stop at up to 18 locations on the map. Participants may have only 18 total wine samples.
• Only one sample per location is allowed.
• Please use crosswalks when crossing the street.
• Please be mindful and respectful of requirements of individual businesses participating in the Wine Walk.
• Never drink and drive!

Refunds:

All sales are final. We reserve the right to modify, cancel, or postpone the event.

We encourage you to come down early and enjoy a bite to eat at one of our fantastic downtown restaurants! There will also be snack stops on the map with light snacks and water for participants.

Info: Wine Walk takes place throughout Downtown Oshkosh - Event map will be given at registration.

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Host or Publisher Downtown Oshkosh Business Improvement District