2026 Downtown Middleton Sip & Stroll: Wine Walk

Thu Apr 30 2026 at 05:00 pm to 08:30 pm UTC-05:00

One Community Bank - Middleton | Middleton

Downtown Middleton Business Association (DMBA)
Publisher/HostDowntown Middleton Business Association (DMBA)
2026 Downtown Middleton Sip & Stroll: Wine Walk
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Spread the word and mark your calendars because it’s almost time for the annual Downtown Middleton Sip & Stroll: Wine Walk.
About this Event

Raise your glasses and grab your passports! 🍷🌍

The Downtown Middleton Business Association is excited to host our annual Sip & Stroll: Wine Walk. This year the 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 as you stroll through the historic Downtown Middleton.

At check-in, you’ll receive your official Sip & Stroll wine passport. Visit 20+ participating locations, sample a wine from a different region at each stop, and collect stamps as you go.

Do a little sipping, a little shopping, and enjoy delicious bites along the way. Most of all, enjoy a night out with friends filled with flavor and fun.

TICKETS:
$40 per person
$10 Designated Driver
Tickets are non-refundable and non-transferable.

INCLUDES:
• 20+ sip stops featuring wines from different regions around the world
• One wine sample at each stop
• Apps and snacks at each location
• Keepsake sampling wine glass
• Travel-inspired photo op stops 📸
• Exclusive specials from participating businesses

Pack your curiosity and get ready to sip your way around the world — no plane ticket required! ✈️🍷
PARKING: Free!

HOW IT WORKS:

-Each ticket holder picks up their glass, wristband and ticket pass on April 30th between 4pm – 6:30pm at One Community Bank, 1836 Aurora St, Downtown Middleton.

-You must be 21+

-You must show your ID (proof of legal drinking age) to receive your wristband. No wristband = no sipping.

-You may NOT pick up wristbands for other people.

-Attendees choose their own path along the walk and select which stops to visit.

-Alcoholic sample sizes are limited to one ounce.

-Bring your keepsake glass along to participating businesses to sample.

-All glasses must be empty before leaving a sip location.

-No open intoxicants in public spaces.

-Businesses will have a dump bucket and rinse station available.

-If you appear intoxicated, business owners/servers have the right to refuse serving you.

-The number of stops are subject to change and can’t be guaranteed.

-DD ticket includes food and entertainment. Wine samples excluded.

-Downtown Middleton may photograph or video Sip & Stroll participants for promotional purposes. The purchase of a ticket constitutes implied consent for the use of participants' likenesses in the Downtown Middleton promotional materials.

- By purchasing a ticket you agree to have your email address used for event-related communications. This includes ticket confirmation, event updates, and important announcements. Your privacy is important to us, and we will never share your information with third parties. You can unsubscribe from event-related emails at any time.


This rain-or-shine event supports the local Downtown Middleton community!

So grab your friends and let’s make this a night to remember!

Thank you for being part of our events.

Cheers! 🍷


The Sip and Stroll series is presented by the Downtown Middleton Business Association.

Questions? Email: [email protected]

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Event Venue & Nearby Stays

One Community Bank - Middleton, 1836 Aurora Street, Middleton, United States

Tickets

USD 12.51 to USD 44.52

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