Set in southwest Wisconsin, the land untouched by glacial flattening during the last ice age, the Dairyland Dare offers some of the most extreme hills in the Midwest. The area is characterized by steep, forested ridges, and deeply carved river valleys.

Riders will climb through the historic streets of Mineral Point, WI and across the scenic countryside of Iowa County, WI along their quest to cover from 50km to 200km before the sun goes down. Many of Wisconsin’s steepest climbs are located throughout this region. With an abundance of volunteers from around the community, our support is second to none. Rest stops are well staffed and very well stocked with more food and sport drink than you could possibly consume. On course support is ever present and mechanical support is provided at every rest stop.
Join us at the post-ride party and enjoy music, laughs, and a meal that won’t leave you hungry!

Pick from 4 one day challenges: 50K, 100K, 150K, or 200K.