Back to All Events

Pine Mountain Summit Challenge IV

  • Downtown Whitesburg Whitesburg, KY, 41858 (map)

The Pine Mountain Summit Challenge is back...bigger...better...and badder than everrrrr. Yup, the expert challenge course is beefed up with added mileage and added elevation. Riders of all skill level will have 3 different courses to choose from! 

All routes conclude atop scenic Pine Mountain. Afterwards, cruise the 7 mile to descent back to downtown Whitesburg.

Beginner: 12 miles, begins in downtown Whitesburg and takes riders along Whitco, Little Cowan, on to the ascent up Pine Mountain. The beginner route still clocks in at 1,800+ feet of elevation but we promise, the newly minted overlooks are totally worth the climb. The downhill back home will put you right around 20 miles on the day, not too shabby! 

Intermediate: 31 miles, riders leave Whitesburg and travel along the North Fork river to Roxanna and Kings Creek where they will eventually be challenged by an old friend, Cowan Mountain. Combined with descent to Whitesburg, this ride totals 37.6 and just over 3,200 feet of elevation. Yes, bananas, chocolate milk, cold water, and peanut butter will be waiting along with the view. 

Expert: The expert course is 38(ish) miles and includes a new climb, Tolsen Creek. While the climb itself presents a new challenge, the new route is consistently taller with limited flat, totaling, with descent, 44.5 miles and a whopping 4,000+ feet of suffering. Of course, your hammy's will scream for mercy but the feeling of accomplishment and amount of burned calories will never feel more satisfying. 

Watch for the Strava links for friendly viewing and remember, this "challenge" is only a race if you want it to be! Take it on as a personal achievement/goal or race along some of Appalachia's finest, the choice is yours. 

Awards will be handed out for top 3 in the following categories:

(Expert Race)
Womens: 1st - 3rd place
Womens 50+: 1st - 3rd place
Mens: 1st - 3rd place
Mens 50+: 1st - 3rd place

1st - 3rd place

1st - 3rd place

Don't miss the epic cannon-fire start at 9:00am! 

The rally will feature rest/aid stations and be followed by aid vehicle. The new route will not cross the highway at Premium (woohoo!) but law enforcement will lead the rolling start from the starting line. Sign up now! >>

Preregister for a free t-shirt! 
Online preregistration:


Winston Lee - Letcher County Cycling Club