Ride
Individual Registration
Tandem Bike
Friends of the Park Entry
FRIENDS OF THE PARK REGISTRATION
Don't want to take a chance? If you want to guarantee your spot in this year's ride, you can register for the Friends of The Park option. All proceeds will go directly to 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, mt bike trail improvements, trail signage, campsite upgrades, solar panels, winter trail grooming equipment, and other park needs. Future funds will help continue Mt Bike trail improvements, group campsite development and repairs from last summer's heavy rains. The riders of the HHH deserve a huge thank you for their support of the event and its beneficiaries.
Ride Website
Additional ride information can be found at https://www.friendsofbluemound.org/horribly-hilly-hundreds-bike-ride/.
Place
Blue Mounds, WI US 53517
Description
Three routes, two county tours, one result: a painfully fun, must-do biking experience destined to find its way onto your June calendar for years to come.
2026 marks the 23rd Horribly Hilly Hundreds. Commonly referred to as the "Suffer fest of the Year" and "The Toughest One-Day Challenge Ride in the Midwest" is not to be missed by serious riders anywhere.
Since 2003, Horribly Hilly participants have enjoyed a day of riding that results in an awe-inspiring accumulation of 10,000 feet of elevation gain in the Driftless Area of Wisconsin. Growing in popularity each year, although not a lotter anymore the Horribly Hilly registration has reached capacity each year months prior to the event. A second and third route option beyond the original course were added in 2005 and 2011. How hard do you want to push it? Choose between the 100K, 150K, and 200K routes. The day is capped with a meal featuring quality local food and beer.
Approximately 1,200 riders test their mettle on southwestern Wisconsin's scenic byways each year in the Horribly Hilly. Join the ranks of an inspired community of riders for the premier cycling event in the Badger State and beyond.
For full details of this event, please visit our website: HERE
Driftless Double Dare
We’re excited to announce a new partnership between the Horribly Hilly Hundreds and the Dairyland Dare!
Two iconic Wisconsin rides, one shared love of steep climbs and big days on the bike. Riders who take on both events this season can join the Driftless Double Dare, a brag-worthy challenge celebrating grit, community, and leg-burning hills from Blue Mounds through the Driftless Area.
Register for any distance at Dairyland Dare (50K, 100K, 150K, or 200K) taking place on August 1, 2026, and the individual event at Horribly Hilly Hundreds, happening on June 13, 2026, for a bundled price of $220!
Complete both rides and you’ll earn special recognition, plus a custom, one-of-a-kind slate coaster and commemorative patch available for pick-up at Dairyland Dare. Proof that you didn’t just ride the hills…you survived them.
Consider this your friendly nudge to double down on the hurt, in the best possible way.
Register today at https://www.bikesignup.com/Race/WI/BlueMounds/HorribleHillyHundreds OR Dairylanddare.com to secure your spot, registration closes for this discounted bundle on June 11, 2026 at 11:59PM so don’t wait!
Ride Contact Info
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Directions
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