Prospect
Trail Running Calendar near Prospect 2026-2027
Explore the top trail runs near Prospect for 2026-2027! We've gathered 16 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Trail runs at Jefferson Memorial Forest with an 8-mile route and a 5-mile option, cupless hydration, on-course water for the 8 miler, restroom facilities, awards for overall male and female, and a virtual option.
On October 24, 2026, the New Hope Wesleyan Ultra Trail Run offers four trail distances at O'Bannon Woods State Park, featuring single-track forest trails, rocky sections, notable elevation changes, aid stations, timing, and awards for top finishers.
November 2026
A chip timed 5k run/walk at Turtle Run Winery with race swag and a wine pour at the finish, supporting Special Olympics Indiana Harrison County.
A 5K and Half Marathon at Active Heroes Retreat in Shepherdsville, KY on wooded trails and gravel roads supporting military members and veterans.
Endurance races and a one lap fun run at Deam Lake SRA near Borden IN on a 4.167 mile technical loop with limited entries and finisher awards.
Deam Lake Winter Warrior is the Deam Lake stop in a winter series with 6-mile, 12-mile, 4-hour endurance and virtual options on the Yellow Trail. The event uses Buzzards Roost Shelter, is cupless, and has limited parking.
A trail half marathon at Jefferson Memorial Forest near Louisville, KY, featuring steep climbs, multiple aid stations, and organized by Headfirst Performance.
December 2026
Experience an exclusive trail event at the Harry S. Frazier Scout Reservation featuring looping courses through Kentucky forest and a runner's village by John Barr Lake with distances from 5K up to 100 miles.
Trail races at Waverly Park in Louisville offering a 6.6-mile loop and a half marathon plus virtual options. The event is cupless, has an aid station about halfway, on-site restrooms, limited parking, and overall male and female awards.
February 2027
April 2027
A rugged point-to-point 50-mile trail race on Indiana’s Knobstone Trail with roughly 10,000 ft of elevation gain, multiple aid stations, drop-bag support, and cupless water service.