Pioneer Ultra Races
Pioneer Ultra Races are designed to be fun, scenic, challenging, and rewarding. We plan to offer ultra trail races in Kentucky and beyond.
We strive to build character and community. Please follow us so you will receive updates about our upcoming races.
09/24/2026
The Red Monster is waiting.
Choose your line: 25K or 50 Mile.
Run through the Red River Gorge on a course built to be rugged, beautiful, and hard enough to stick with you long after you cross the finish.
The 25K packs 3,000+ feet of climbing.
The 50 Mile takes it much further — roughly 12,000 feet of elevation gain through some of the most unforgiving terrain in Kentucky.
This isn’t about chasing an easy finish.
It’s about showing up, getting uncomfortable, and seeing what you’ve got.
Register at PioneerUltraRaces.com.
And while you’re signing up, please consider donating to the Red River Gorge Climbers’ Coalition. We may be runners, not climbers, but we share this place — and protecting it takes all of us.
Run wild. Do good. Leave it better.
09/17/2026
Pioneer Ultra Races is proud to partner with rrgcc —the Red River Gorge Climbers’ Coalition—in a shared commitment to protecting the Red, caring for the land, and preserving public access.
We don’t have to be climbers to understand why that work matters. Climbers on the walls and runners on the trails experience the Gorge differently, but we share the same landscape, benefit from the same access, and carry the same responsibility to protect it.
RRGCC owns and maintains more than 1,800 acres throughout the Gorge while protecting climbing access, conserving land, and building sustainable infrastructure for future generations.
Red Monster is our chance to run hard and give something back. If you’re registering, please consider adding a donation to RRGCC. Every contribution helps protect the place that gives all of us room to explore.
Run wild. Do good. Leave it better than we found it.
Share this with someone who loves the Red.
09/03/2026
Register today for either distance! Come have fun with us at the gorge!
Pioneerultraraces.com
⏰48 Hours⏰
Countdown is on folks. Get hyped for the first B**r Mile. Registration (if we have spots left) and check-in begins at 9am at Mirror Twin Brewing . Shout out to Herons Path for this sick intro video and to Dahlhūs Fudge for being the engine behind the event.
05/02/2026
Check out Pioneer’s next race. Not an ultra but still a challenge. 🍺
Click here to claim your Sponsored Listing.