2026 Wicked Wine Run Madison

The 2026 Wicked Wine Run Madison invites runners and walkers alike to an unforgettable experience at Rock n' Wool Winery in Poynette, WI, on September 12, 2026. This unique event, renowned for blending fitness with fantastic wine, offers both a 5K Fun Run/Walk and a 1K Tasting Walk, catering to all levels of participation. Participants can expect a scenic journey through the beautiful vineyard property, providing a rare opportunity to tour the grounds while enjoying the race atmosphere. Typical race day conditions in mid-September often feature comfortable highs around 76°F and lows around 52°F, with a minimal 13% chance of precipitation, creating ideal weather for a leisurely run or stroll.

As the longest-running and most participated wine run in the country, the Wicked Wine Run has garnered national recognition from publications like Runner's World Magazine and Buzzfeed, celebrated as a top running experience and a "race you need to add to your bucket list." The 5K course largely navigates trails and fields, requiring attention to footing, while the 1K tasting walk meanders along scenic paths. Along the 5K route, two aid stations are strategically placed approximately a mile apart, with water also available at the finish. For the 1K, participants are treated to three distinct 1oz wine tastings along the course, culminating with a fourth tasting at the finish line in a commemorative wine glass. Those conquering the 5K will also be rewarded with a complimentary glass of wine at the finish.

The event culminates in a lively post-race party featuring a live DJ, delicious food trucks, games, and additional wine available for purchase, creating a perfect setting for an evening out with friends. A highlight for many is the non-competitive atmosphere, encouraging participants to run, walk, skip, or even dance their way through the course, with a costume competition adding to the festive spirit. Gates open at 11:00 AM for packet pickup, with the 5K kicking off at 1:00 PM and the 1K at 3:00 PM. This 21-and-over event ensures a mature and enjoyable experience for all attendees.