
Downtown Middleton Sip & Stroll
WHEN:
April 30, 2026 @ 5:00 pm - 8:30 pm
ADMISSION: $12 – $40
WHERE:
- This event has passed.
This contains details from 2026 Sip & Stroll. Stay tuned for information on 2027 Sip & Stroll.
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!
This event is organized by the Downtown Middleton Business Association and will take place from 5 – 8:30 p.m., Thursday, April 30. Each of the 17+ stops 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. Whether you’re a seasoned connoisseur or simply enjoy a cold drink, this event promises something for everyone.
This Sip & Stroll isn’t just about drinking — 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.
How it Works
Tickets
Includes:
- 17+ sip stops
- Keepsake sampling wine glass
- Delicious apps and snacks at each stop
- Photo op stops along the way
- Exclusive specials from participating businesses
Pricing
Sip & Stroll tickets cost $40 per person, or participants can enjoy all the food and entertainment with a $12 designated driver ticket.
Lodging
Experience the fun of Sip & Stroll while staying conveniently nearby. Kick off the weekend early and book a stay at one of Middleton's nine hotels, all just five minutes or less from Downtown Middleton. For a prime location, consider Staybridge Suites, situated right in the heart of downtown.
Area Map
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