Pedal the Gap

  • Date Sat 15th August 2026
  • Time 7:00AM EDT
  • Location Cumberland Gap, Tennessee
  • Price $64.60
  • Races 1 race
  • Distances Ultra

Event summary

Get ready for an exhilarating cycling experience at the inaugural Pedal the Gap event on Saturday, August 15, 2026, in the charming town of Cumberland Gap, TN. This exciting cycling festival offers a variety of route options to accommodate riders of all skill levels. Whether you're a beginner looking to tackle the 20-mile course or an experienced cyclist ready to conquer the challenging 77-mile route featuring the iconic Pinnacle climb, there's something for everyone.

Cyclists embarking on the Pinnacle route will traverse the historic Cumberland Gap tunnel into Kentucky, leading to the breathtaking 3.1-mile ascent to the Pinnacle overlook. Prepare to be rewarded with stunning views of the tri-state area as you navigate the thrilling switchbacks. For those seeking a more leisurely ride, the event also includes 25, 40, and 62-mile routes that boast rolling terrain without major climbs, ensuring an enjoyable experience for all participants. Families can join in on the fun with a special 12-mile ride designed for less experienced cyclists. With excellent SAG support, multiple rest stops, and fantastic event swag including ride logo shirts, socks, and a post-ride meal at Angelo's in the Gap (complete with a complimentary beer), Pedal the Gap promises to be

Organiser's Description

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. Those choosing the Pinnacle (77 or 55 mile options) will enter Kentucky through the mile long Cumberland Gap tunnel to Cumberland Gap National Park, where they will start the 3.1 mile/6.6 % "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 support for all routes.

There is also a 12 "family ride" option for those less experienced cyclists.

Ride logo shirts, socks and a post ride meal at Angelo's in the Gap (including one free beer) highlight the event swag.

Races

  • Pedal the Gap

    Incl. $4.60 Fee & T-Shirt

    Sat 15th August 2026 (7:00AM EDT)

    $64.60

    There will be additional optional 20, 35, 65, and 80 mile ride.

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Location

Colwyn Avenue, Cumberland Gap, 37724, TN, United States

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Aug 15, 2026

$64.60