The event offers three distinctive rides that almost anyone can find a ride that will fit their skill level with rides of  35, 62, and 115 miles. 

Join us Saturday, June 6, for breathtaking views and pride inducing climbs on one of three world class routes.

The 2026 edition moves the start/finish to Vonore to enhance, safety, new routes, and a new overall experience!

The title event, the Cherohala Challenge Century, is not for the faint of heart. This once in a lifetime ride tests riders with 115 miles and 10,350ft of climbing across two states. Riders begin in Vonore heading climb to Deals Gap and brave the fabled 318 curves of the Tail of the Dragon. After besting the beast, riders will descend the mountain into the Joyce Kilmer Forest near Robbinsville, North Carolina. What goes down must come up and riders begin their ascent across the magnificent Cherohala Skyway. 

And keeping with tradition, DRAGON SLAYER medals will go to all who conquer the beast in 7 hours or less.

The All-New Metric Century takes riders on 62 miles of rolling pavement on two-lane and smaller roads past local homes, pastures, and farms. With 3,700 feet of climbing you'll get your fair share of elevation changes without the brutality of the Skyway. This route allows riders to sit up, appreciate the terrain, and even snap a few photos of their day.

No Knight is complete without their entourage so the ride provides you with a staggering amount of support. Experienced SAG vehicles are joined by moto support, mechanics, amazing rest stop crews, and friendly staff.

The Wheelmen are proud of our legacy and want you to come experience one of the Southeast’s premier rides!  Start training now to SLAY THE DRAGON!