Downtown Middleton Sip & Stroll
WHEN:
May 1, 2025 @ 5:00 pm - 8:30 pm
ADMISSION: $10 – $40
WHERE:
- This event has passed.
Stay tuned for information on the 2025 fall Sip & Stroll.
Do a little shopping, taste a little food, and raise a glass with your friends at the 22nd edition of Sip and Stroll.
This event is organized by the Downtown Middleton Business Association and will take place from 5 – 8:30 p.m., Thursday, May 1. The Sip & Stroll offers attendees the opportunity to explore the heart of Downtown Middleton, stopping at more than 20 locations, while enjoying a variety of wine, and snacks. Whether you’re a seasoned connoisseur or simply enjoy a glass of wine, this event promises something for everyone.
This Sip & Stroll 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.
How it Works
From 4 to 6:30 p.m. on May 1, ticket holders can pick up their glass, wristband, and ticket pass at One Community Bank in Middleton. Participants must be 21 or older and must present an ID to receive a wristband. Once set, attendees can choose their own path along the walk, selecting which stops to visit from 5 - 8:30 p.m. Each stop will offer delicious food and a selection of wines to sample. It’s a personalized experience to enjoy to the fullest!
Tickets
Includes:
- 20+ wine stops
- Custom Sip & Stroll wine glass
- Delicious apps and snacks at each stop
- May Day-themed photo op stops
- Swag giveaways
Pricing
Sip & Stroll tickets cost $40 per person, or participants can enjoy all the food and entertainment with a $10 designated driver ticket.
Photos
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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