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Downtown Middleton Sip & Stroll

Downtown Middleton

Middleton, WI 53562

April 18, 2024 @ 5:00 pm - 8:00 pm

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April 18, 2024
5:00 pm - 8:00 pm
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Downtown Middleton Business Association
Promotional graphic for DMBA's Sip & Sample Wine Walk 2024The Downtown Middleton Business Association is hosting, once again, it’s Sip & Stroll Wine Walk!
5-8 p.m., Thursday, April 18
Downtown Middleton
Tickets are on sale now: $40/person and $10 tickets are available for designated driver tickets
Tickets include light appetizers at each stop and a keepsake glass.
Get tickets NOW by clicking on this link.
If looking for local lodging options, Middleton has NINE hotels that are all minutes from downtown.
Click here for the full list.
Photo credit: Sip & Stroll photos below from 2023 were submitted by DMBA

Event Details


  • $40 per person & $10 for designated drivers

  • Must be 21+

  • Tickets include: wine glass, wristband, food and drink samples

  • Designated drivers may enjoy food and entertainment along the route.

  • Tickets are non-refundable and not transferable.


  • Each ticket holder picks up their glass, wristband and ticket pass between 3 and 6 p.m. the day of the event.

  • Event starts at 5 p.m. and ends at 8 p.m.

  • You must be 21 and older to participate

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

  • You may not pick up wristbands for other people.

  • There are several sip stops along the walk. Attendees choose their own path along the walk and select which stops to visit.

  • Alcoholic sample sizes are limited to 1 ounce.

  • Participants pick up their glass and bring their glass along to participating businesses to sample.

  • All wine glasses must be empty before leaving a sip location.

  • No open intoxicants in public spaces.

  • Business will have a dump bucket and rinse station available.

  • If you appear intoxicated, business owners and servers have the right to refuse serving you.


Locations will all be Downtown Middleton businesses — there are 20 participating businesses. BEGIN at One Community Bank and pick up your wine glass!



Parking in Downtown Middleton is free. Click here for a map.

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