Horribly Hilly Hundreds - road cycling event - in Blue Mounds, WI - presented by Friends of Blue Mound State Park

Horribly Hilly Hundreds

Saturday, June 13, 20264350 Mounds Park Road, Blue Mounds, WI
Event Details
Featured

Event Type

Road Race

Location

4350 Mounds Park RoadBlue Mounds, WisconsinOpen in Maps

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Upcoming Dates

Saturday, June 13, 2026Register

Event Location

About This Event
With up to 10,000 feet of elevation gain, the Horribly Hilly Hundreds presents one of the Midwest’s toughest challenges for the serious cyclist. Nearly 1,000 riders participate in this one-day challenge ride that serves as an important fundraiser for Friends of Blue Mound State Park. 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.
Additional Information

Horribly Hilly Hundreds (HHH): The Ultimate Midwest "Suffer Fest"

Prepare to test your mettle against the most demanding terrain the Midwest has to offer. The 23rd Annual Horribly Hilly Hundreds is not just a ride; it is a badge of honor, a test of endurance, and a celebration of cycling grit in the breathtaking, steep, and scenic Driftless Area of southwestern Wisconsin.

Course Description: "Horribly" Hillier Than You Expect

Don't let the Wisconsin scenery fool you. While beautiful, this region is known for steep, relentless, and unforgiving terrain, with up to 10,000 feet of elevation gain. Riders will experience roughly 40 significant rises on the 200K route—ranging from short, punching 15–20% grade "bumps" to long, sustained, lung-busting climbs.
  • 200 KM (124.2 miles): The full "Suffer Fest." Over 10,000+ ft of climbing.
  • 150 KM (93.2 miles): A formidable, 9,300-ft challenge.
  • 100 KM (62.1 miles): 5,700+ ft of elevation gain for a punchy, technical ride.
Note: Technical descents accompany the brutal climbs, requiring skilled bike handling and sharp brakes.

Event Highlights & Participant Details

  • Start Time: 6:45 AM CDT
  • The "Suffer Fest" Atmosphere: Renowned as the toughest one-day challenge in the Midwest, bringing together ~1,000+ serious riders for a,painfully fun experience.
  • Full Support & Sag: Four+ full-service, stocked rest stops featuring water, nutrition, and toilets. The event includes SAG wagons, mechanic support, and medical assistance to keep you moving.
  • Post-Ride Party: Celebrate your survival! The event concludes with a post-ride meal featuring local food and refreshing beer.
  • Swag & Perks: Registration includes a high-quality, event-specific gift (such as socks or a water bottle) and custom, color-coded route maps.
  • Charity Component: Ride for a cause. The event is the flagship fundraiser for the Friends of Blue Mound State Park.

Important Information

  • Register Early: This event consistently fills up months in advance, often moving to a lottery system due to extreme popularity.
  • Price Increases: Early bird pricing ends in early March.
  • Training Series: The Bombay Bicycle Club sponsors a 15-week early-season training series (BCETS) specifically designed to prepare riders for HHH.
  • Double Your Challenge: Combine your experience with the Driftless Double Dare - a special partnership with the Dairyland Dare - to earn a custom souvenir and serious bragging rights.

See Why the Horribly Hilly Hundreds is Considered the Hardest Ride in the Midwest

 

Frequently Asked Questions

What are the different route options for the Horribly Hilly Hundreds?

Riders can choose from three distance options tailored to different fitness levels and goals. The 100K, 150K, and 200K routes all traverse the same challenging terrain in the Driftless Area, allowing you to decide how much elevation gain and distance you want to tackle on race day.

How much elevation gain should I expect to climb?

The Horribly Hilly Hundreds features up to 10,000 feet of elevation gain across the event's routes. This makes it one of the toughest one-day challenges in the Midwest, so proper training and pacing strategy are essential for success.

How many riders typically participate in this event?

Approximately 1,200 serious cyclists test their mettle at the Horribly Hilly Hundreds each year. Registration reaches capacity months in advance, so interested riders are encouraged to register early to secure their spot in this premier Midwest cycling challenge.

What terrain and scenery can I expect in the Driftless Area?

The event takes place across southwestern Wisconsin's scenic byways in the Driftless Area, known for its steep, rolling hills and breathtaking landscapes. Two county tours are incorporated into the routes, offering competitive cyclists a true test of climbing strength and technical descending ability.

What happens after I finish the ride?

All finishers are invited to celebrate at a post-ride meal featuring quality local food and beer. This is a great opportunity to recover, connect with fellow riders, and enjoy the sense of accomplishment that comes from completing one of the Midwest's most demanding one-day challenges.

Is this event part of a competitive race series?

The Horribly Hilly Hundreds is a challenge ride and fundraiser for Friends of Blue Mound State Park rather than a traditional race with categories and podium ceremonies. However, serious competitive cyclists treat it as a crucial test of their endurance and climbing fitness.

What gear and bike setup should I use for this event?

Given the extreme elevation gain and hilly terrain, a road or gravel bike with a climbing-friendly gearing setup is recommended. Check the event website for the latest details on course conditions and any specific equipment recommendations for tackling the Driftless Area's demanding climbs and descents.

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