Bayside Five and Wine
About this race
Join the Village of Bayside for an afternoon stroll during our Fall Fest on Saturday, September 26, 2026, starting promptly at 4pm! The start line is at the intersection of Regent Rd and Ellsworth Ln. The race winds through the beautiful Village of Bayside.
Wondering which event to do?! We have plenty of options!
- 5k Run: A timed race for the running enthusiasts and will receive a post-race beverage.
- 2-mile Wine Walk: Drink while you walk. Fill up your glass at the start of the race and redeem your ticket for the second glass at the 1-mile check point or at the end of the race. You will be provided a Bayside Five and Wine glass at the beginning of the race!
- 2-mile walk: This will be the same route as the wine walk, just without the wine.
- Register individually or save money and register as a group of 4 for either the walk or run!
All early bird registrations are guaranteed to receive a race shirt in requested size and race bag! Early bird promo ends August 21 so don't delay in registering! Any registrations received between August 22-September 26 are not guaranteed a race shirt or race bag
Strollers and dogs are welcome to join the fun. Bikes, roller blades, or other wheeled items are not allowed.
The fun doesn't end at the finish line! Stick around after the race for the picnic and Beer Garden with beer provided by Torzala Brewing Company, a movie on Mount Bayside, and more!
Pick your distance
Running
5K Run
Typical race-day weather
Based on 5 years of Open-Meteo archive data for this event's race dates in Bayside, plus the 3 days either side.
The sun rises at 6:43 AM and sets at 6:42 PM local time (CDT) in Bayside on September 26, 2026 — 11h 58m of daylight.
Course
No course map published yet.
The organizer hasn't released a route for this event, and we don't publish guesses. If you're the organizer, send us a GPX file and we'll draw the profile.
Reviews
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2026 results — Bayside Five and Wine
5K Run · 35 finishers
| Place | Name | Time | Pace |
|---|---|---|---|
| 1 | James DeGraff | 17:46 | 5:43 /mi |
| 2 | Michael Wert | 19:13 | 6:11 /mi |
| 3 | L. Rudey | 19:50 | 6:23 /mi |
| 4 | Silas Bent | 19:55 | 6:25 /mi |
| 5 | Jeff Prill | 20:15 | 6:31 /mi |
Every finisher is on the results page, filterable by distance, gender and age group.
All results by year
Other races near Bayside
Different organizers, within 40 miles, in the next three months
Fall Into Fun Run
Junior Woman's Club of Mequon-Thiensville 2026 Turkey Trot
Hot Cider Hustle - Shorewood Half Marathon & 5K
Run Into the New Year
Where this page comes from. Race details were last updated on . We re-check listings regularly and again in the week before race day.
- Entries, prices, waves and inclusions — the event's official registration page
- Temperature and humidity — Copernicus ERA5 reanalysis via Open-Meteo (CC BY 4.0)
- Elevation and terrain relief — Copernicus DEM GLO-90, ESA (CC BY 4.0)
- Comparisons and counts — Race Discovery calendar, 2 Bayside events
Spotted something wrong? Tell us and we'll fix it.