Middleton’s Sip & Stroll

Get ready to sip, stroll, and savor the finest wines Downtown Middleton has to offer at the highly anticipated Sip & Stroll – Wine Walk! Organized by the Downtown Middleton Business
Association, this beloved event returns for its 21st installment of wine-filled excitement on Thursday, April 30th , 2026.  The Sip & Stroll – Wine Walk offers attendees the opportunity to explore the heart of Downtown
Middleton while indulging in a variety of exquisite wines and small bites from local businesses. Don’t forget to grab your passports; this year's theme is Around the World! Each stop along the way will feature a wine from a different region of the world, giving you the chance to explore international flavors.

Date: April 30, 2026
Time: 5 – 8:30 p.m.
Location: Start at One Community Bank, 1836 Aurora Street, Middleton WI

Participants will embark on a leisurely stroll through our picturesque streets, stopping at designated tasting stations along the way. Guests will have the chance to sample a diverse selection of wines, stop at travel-inspired photo op stops, and make memories that will last a lifetime. But the Wine Walk isn't just about wine – it's also a celebration of community and culture. As you stroll from one tasting station to the next, you’ll have the opportunity to discover the unique flavors and personalities of Downtown Middleton’s vibrant local businesses that give the city its special charm.
Tickets are limited, so be sure to secure your spot early!

Get your tickets here