Bayside Fivea Bayside Five and Wine

Bayside Five and Wine is a community running and social event held in Milwaukee’s Village of Bayside. The festival-style day offers a 5K Run (timed) and additional options including a 2-Mile Walk, a 2-Mile Wine Walk, and a 4-Pack. The course winds through Bayside streets, with a post-race beverage for runners and a unique wine-walk experience for participants who start with a glass and can redeem a second at the 1-mile checkpoint or at the finish.

Early registrations include a race shirt and bag. The event welcomes strollers and dogs (no bikes or wheeled items). Afterward, attendees enjoy a picnic, a Torzala Brewing Company beer garden, a Mount Bayside movie, and more. Visit the organization's website for the most recent information.