Wisconsin Cycling Events 2026–2027
Verified calendar of gravel races, centuries, gran fondos, and mountain bike events across Wisconsin.
All Wisconsin Events
Showing 5 verified eventsHorribly Hilly Hundreds
Midwest's most punishing hill challenge climbing the steep limestone ridges of the Driftless Area....
Dairyland Dare
The steepest series of climbs in the Midwest across Iowa County coulees....
Ride Across Wisconsin (RAW)
225-mile one-day crossing from the Mississippi River bluffs to Lake Michigan....
Door County Century
Touring the historic peninsula between Green Bay and Lake Michigan....
Chequamegon MTB Festival
Mass-start mountain bike institution tearing across the famous American Birkebeiner ski trail....
Recommended Gear & Pacing Electronics for Wisconsin Rides
Proven pacing electronics, rear vehicular radar, and Italian protection curated for demanding endurance routes in Wisconsin.
Favero Assioma Power Pedals (Duo / Pro MX-2)
Precision pacing for long climbs. ±1% power accuracy with instant ANT+/Bluetooth connectivity and 50-hour rechargeable battery.
Garmin Varia RTL515 Radar Tail Light
Rear radar awareness on rural and mountain roads. Detects approaching vehicles up to 153 yards back with cockpit alerts.
LAS Enigma / Cobalto Road Helmet
High-ventilation race protection. 24 high-flow air channels with micro-dial fit for all-day cooling on heated climbs.
⚡ Training & Pacing Tools for Wisconsin Cyclists
Dial in your finish times, power zones, and climbing cassette ratios for Wisconsin courses.
Wisconsin Cycling Guide & Frequently Asked Questions
What are the premier or marquee cycling events in Wisconsin?
In Wisconsin, premier marquee monuments on the calendar include Horribly Hilly Hundreds, Dairyland Dare, Ride Across Wisconsin (RAW). In total, Wisconsin currently features 5 verified events on the Threshold Cycling platform across gravel, road, mountain bike, and century ride disciplines.
When does the cycling and racing season peak in Wisconsin?
Based on verified event start dates, the Wisconsin cycling calendar reaches its peak in Aug with 2 scheduled events. Active racing and tours span throughout Jun, Aug, Sep. Riders can use the interactive month timeline above to filter events for specific training blocks.
What elevation gain and course profiles can I expect in Wisconsin?
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.
How do I register for Wisconsin races or add events to my calendar?
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.