The Horribly Hilly Hundreds 2025 is the Midwest’s premiere sufferfest and is worth putting on your season’s bucket list.
The event has three ride options: 100k, 150k, and 200k routes; this event is no joke whatsoever. And with more than 10,000 feet of climbing, the Horribly Hilly Hundred is one of the hardest one-day events in the Midwest. With a massive rider field coming to the event in the past few years, the average field size for the ride is more than 1,300. A lottery system has been implemented to accommodate the mass number of sufferers to ride along Wisconsin’s scenic byways so everybody can have a fair chance at entry. For the people who want to go uphill a lot and test themselves physically and mentally, then the Horribly Hilly Hundreds is something to put on the bucket list.
The event producer for the Horribly Hilly is Race Day Events, founded in 2006, and is the Midwest’s Event production leader. Specializing in endurance events, Race Day Events produces, manages, and assists with more than 300 events each year. From small 5Ks to IRONMAN and from Taste of Madison to local block parties, the Race Day Events team does it all in the greater Madison region.
