Bayside Five and Wine
Bayside, Wisconsin, United States
Sep, 2026 (TBD)
2mi, 5k
Race Information
Join the Village of Bayside for an afternoon stroll during its Fall Fest! The race winds through the beautiful Village of Bayside. The 5K will be a timed race for running enthusiasts and will receive a post-race beverage.
This event also offers a 2-mile Wine Walk! Fill up your glass at the start of the race and redeem your ticket for the second glass at the 1-mile checkpoint or the end of the race. You will be provided a Bayside Five and Wine glass at the beginning of the race!
The fun doesn't end at the finish line! Stick around after the race for the picnic and last Beer Garden of the summer, a movie on Mount Bayside, and a bonfire!
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👍 Run Pick of the Month: Milwaukee Lakefront Marathon
📍Milwaukee - October 3-4, 2026
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😄 Why We Like This Run
✅PR-friendly terrain
✅ Incredible community and high-fives at every hydration station
✅ Post-race celebration with local brews, great food, and a lakefront festival that only Milwaukee can throw
Ready to experience one of the most scenic courses in the Midwest? Enjoy a fast, flat, and famously beautiful run along the stunning shores of Lake Michigan. Whether you are aiming for a Boston qualifying time or crossing your first finish line, this race offers the perfect backdrop for your next big achievement.
With options from the 5K through to the Marathon, every mile is designed to keep you moving and inspired.
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Race Facts
Race Size: 100 - 500
Elevation: Fast and Flat
Course Type: Road
Boston Qualifier: No
Kids Run: No
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