Cupid Shuffle - Wauwatosa

The Cupid Shuffle in Wauwatosa, Wisconsin, is part of the 21st Annual Winter Run Series, Wisconsin’s largest running series. Scheduled for February 15, 2026, this event offers both 5K and 10K distances, inviting participants to run or walk through the scenic heart of Milwaukee and its suburbs. The Cupid Shuffle encourages a festive atmosphere to celebrate loved ones, with a special emphasis on enjoying the day together.

Participants receive a gender-specific long sleeve event shirt, a finisher medal, post-race snacks, professional chip timing, and free digital race photos. The event is family-friendly and a great way to stay active during winter. Visit the organization's website for the most recent information.