Loading Events

All Events »

Horribly Hilly Hundreds

June 16, 2023 - June 17, 2023


Do you want to suffer? If you do, making a trip to the Midwest’s premiere sufferfest is worth putting on the season’s bucket list. Chosen as one of our best road cycling events in the Midwest, the Horribly Hilly Hundreds says its goal is to give three ride options for the event. These rides are 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 that 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 200K option of the HHH offers 124.2 miles of riding. You’ll climb 40 significant rises, from 50-foot bumps to the 910-foot final climb, for a total of 10,700 feet of elevation gain. The ride has four full-service rest stops, including bathrooms, at mile markers 24, 44, 65, 98, and the finish line. Leg C is the easiest, a respite in preparation for legs D and E. There will be mini-water stops at critical intersections where you can fill up your water bottle and get a banana or granola bar, but those will not have restrooms.


The 150K route features 9,300 feet of elevation gain. Full-service rest stops are at mile markers 24, 51, 75, and the finish line. Staying on the route is facilitated by maps, cue sheets, and adhesive arrows on the road. Sag wagons, medical support, and repair trucks will be available. Bring extra tubes and other spares, especially if you use sew-up tires or non-standard gear. We recommend a minimum of a 27-tooth rear cassette. Many successful completers of the HHH have used a rear MTB derailleur with a 32 or 34-tooth or a triple crank.


Expect 5,700 feet of elevation gain over 66.5 miles on this route. The 100K has full-service rest stops at mile markers 24, 42, and the finish line.

The Horribly Hilly Hundreds cycling event is an important fundraiser for the Friends of Blue Mound State Park (FBMSP), which is a 501(c)(3) non-profit organization. Recently the FBMSP has provided all or significant funding for the new pool, mountain bike trail improvements, trail signage, campsite upgrades, solar panels, winter trail grooming equipment, and other park needs. Future funds will help continue mountain bike trail improvements, group campsite development, and repairs needed after last summer’s heavy rains.

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.

Best Midwest Gravel Events 2023


View Website →


View Reviews (0)

Leave a Review

Your email address will not be published.