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,
Hotels Near This Race
Find accommodation close to the start line in Cumberland Gap, TN. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.
RaceHotelFinder earns a small commission when you book through links on this page, at no extra cost to you. Results are sorted by distance from the race venue.
Race weekend dates pre-loaded on Booking.com. RaceHotelFinder may earn a commission at no extra cost to you.
Race Travel Insurance
Don't forget travel insurance for August 15.
You've trained for months and booked a trip to Cumberland Gap, TN.
A pre-race injury, a delayed flight, or a family emergency can derail the whole thing.
Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it,
and may cover medical costs if something goes wrong on the course. Plans typically only run
5-7% of your total trip cost — and running events are covered under standard plans with no
additional coverage needed.
Trip cancellation up to 100% of prepaid costs
Running events covered under standard plans — no add-ons needed
Trip interruption up to 150% of non-refundable costs
