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Running

Bayside Five and Wine

Date
September 26, 2026
Distance
5K Run · 2-Mile Walk · 2-Mile Wine Walk & more
Register →

From the Organizer

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!

Events

5K Run4 PMRegister →
2-Mile Walk4 PMRegister →
2-Mile Wine Walk4 PMRegister →
4-Pack4 PMRegister →

Race Location

Your Next Start Line

What Are You
Waiting For?

Every finish line starts with a single decision. Claim your spot at Bayside Five and Wine, put it on the calendar, and turn “someday” into a start date.

110

Days to train

Race
Bayside Five and Wine
Date
September 26, 2026

From Endurance Grid

About This Sport

Endurance Grid is here to help you understand the sport, decide if it's the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer's event page.

With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.

Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.

Read the Guide

Running

From 5K to marathon, running races are the most accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.

Frequently Asked Questions (FAQs)

What is the Bayside Five and Wine?
Bayside Five and Wine is a running race held in Bayside, Wisconsin on September 26, 2026. It is one of the many endurance events listed on Endurance Grid, a multi-sport endurance event calendar covering running races, triathlons, HYROX, and more endurance sports across the United States. Find more running races near you or explore our sports guides to learn what race day actually feels like.
When and where is the Bayside Five and Wine?
Saturday, September 26, 2026 in Bayside, Wisconsin at 9075 N Regent Rd, Bayside, WI. Check the event page for exact start times and wave schedules.
How do I register for the Bayside Five and Wine?
Registration is handled through the event's registration page. Confirm pricing and distances there, and sign up.

Bayside Five and Wine

Sep 26, 2026

Register →