Cycling Events in Wisconsin
Wisconsin has 15 upcoming cycling events scheduled for 2026. That is the highest event count for cycling of any state. No single city dominates the calendar. Prairie Du Chien leads with 1 events, followed by Sayner (1), Madison (1), and Dousman (1). The remaining 73% of the calendar is spread across smaller cities.
Showing all 15
Cycling
GRABAAWR (the "GReat Annual Bicycling Adventure Along the Wisconsin River") powered by Bike Wisconsin
June 13, 2026
Prairie du Chien, WI
Cycling
SAGBRAW (the "Spectacular Annual Great Bike Ride Around Wisconsin") powered by Bike Wisconsin
August 1, 2026
Wisconsin Dells, WI
Cycling
JACKPINE SAVAGE MOUNTAIN BIKE RACE brought to you by Spooner Health
August 1, 2026
Spooner, WI
Frequently asked questions
What types of cycling events are there?▾
Major categories include road races, gran fondos (mass-start long rides), gravel races (mixed surface), mountain bike races, century rides (100 miles), and criteriums. RACE lists events across all categories.
What is gravel racing?▾
Gravel racing takes place on unpaved roads using drop-bar bikes with wide tires. It is the fastest-growing segment of cycling. Marquee events include Unbound Gravel, SBT GRVL, and Belgian Waffle Ride.
What is a gran fondo?▾
A gran fondo is a long-distance mass-participation cycling event, typically 60-100+ miles. Unlike road races, gran fondos welcome riders of all levels. Popular US gran fondos include Gran Fondo Hincapie and GFNY New York.
How long is a century ride?▾
A century ride is 100 miles. A metric century is 100 kilometers (62 miles). Both are popular cycling milestones. Many organized century rides offer multiple distance options and full support with aid stations.