Raw States
Sip & Stroll: Wine Walk
Middleton, WI · Food & Drink
- When
- May 1, 2027
- Where
- Downtown Middleton, anchored at One Community Bank, 1836 Aurora St · Middleton · WI
- Cost
- Not confirmed
- Status
- Approximate: based on past editions, not announced yet
Sip & Stroll is a wine walk through more than 20 stops in downtown Middleton, with each location pouring a wine from a different region of the world under the year's theme. Ticket holders pick up their glass and wristband at One Community Bank before visiting participating shops and restaurants. The event, in its 22nd year in 2026, is organized by the Downtown Middleton Business Association.
The history within reach
- Sip & Stroll: Wine Walksame spot
Sip & Stroll is a wine walk through more than 20 stops in downtown Middleton, with each location pouring a wine from a different region of the world under the year's theme.
- Middleton Good Neighbor Festivalsame spot
A community festival held on the Middleton High School grounds each August, featuring live music, a parade, an art and craft fair, and a 5K run and walk..
Light the Green is Downtown Middleton's holiday kickoff at Stone Horse Green, with a tree lighting, Santa's arrival by fire truck, carolers, and a juried market of local artisans and shop pop-ups.
- Bockfest0.1 mi
Bockfest celebrates the release of Capital Brewery's Blonde Doppelbock and Maibock with live music, a fish toss, and the 1K Running of the Blondes at the brewery's Bier Garten.
- Middleton Pride0.1 mi
A family-friendly LGBTQ+ community celebration at Stone Horse Green, first held in 2024.