Wisconsin Cycling Events 2026–2027

In Wisconsin, premier marquee monuments on the calendar include Horribly Hilly Hundreds, Dairyland Dare, Ride Across Wisconsin (RAW). In total, Wisconsin currently features 17 verified events on the Threshold Cycling platform across gravel, road, mountain bike, and century ride disciplines.

Based on verified event start dates, the Wisconsin cycling calendar reaches its peak in Oct with 12 scheduled events. Active racing and tours span throughout Oct, Jun, Aug, Sep. Riders can use the interactive month timeline above to filter events for specific training blocks.

Courses in Wisconsin with published vertical profiles average approximately 7,520 feet of elevation gain per event. The calendar includes high-altitude mountain challenges exceeding 6,000 feet of climbing alongside rolling courses under 3,000 feet. You can use the Climbing Vert filter above to match events to your climbing fitness.

Each listing in the Wisconsin directory links directly to official registration permalinks (such as BikeReg and BikeSignUp) or official race director websites. You can add any event directly to Google Calendar, Apple Calendar, or Outlook using the 1-click calendar export button, or subscribe to the WI State Calendar Feed in the header.