Bayside Five and Wine 2026 — Bayside, WI

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!