Distances & Start Times
Pedal the Gap · 50 Miles 7:00 AM start $75
Fees shown are the current listed entry fees — check the registration page before you go.
Sat, August 15, 2026
Pedal the Gap
Cumberland Gap, Tennessee
Registration Listed Organized Rides
50 Miles
Entry from $75 — listed fees can step up closer to event day.
About This Event
Pedal the Gap is a first year cycling event, with the staging point the historic town of Cumberland Gap, TN. Five route distance options are offered, ranging from the beginner friendly 20 miler up to the 77 mile route that includes the famous Pinnacle climb. 6 % classic mountain climb to the famous Pinnacle overlook.
After conquering the double digit grade switchbacks, cyclists are treated to breathtaking views of Kentucky, Tennessee, and Virginia. After climbing the Pinnacle, cyclists will travel back through the tunnel into TN, and can choose from two flat to rolling loops that will give them a total ride distance of either 77 or 55 miles. Cyclists choosing NOT to do the challenging Pinnacle climb will have options of 25, 40, or 62 miles, all starting in Cumberland Gap and all totally located in TN, with rolling to flat terrain and no major climbs.
Three rest stop locations will provide support for all routes, not including the 20 mile option. Race Day Events will provide course marking and SAG su
Common Questions About the Pedal the Gap
When is the Pedal the Gap?
Pedal the Gap is scheduled for Sat, August 15, 2026 in Cumberland Gap, Tennessee. Confirm the start schedule on the registration page before race morning.
How much does the Pedal the Gap cost to enter?
The listed entry fee is currently $75. Fees can step up closer to event day — check the registration page for current pricing.