Trail Running calendar near Nancy 2025-2026

Join the inaugural Operation Freedom Run: Wilmore 5K Run & Ruck on Nov 1 for a spirited run or walk across mixed asphalt and cross country terrain. Hosted with Thomson Hood Veterans Center, proceeds benefit the Wounded Warrior Project.

Choose the 25k loop or challenge yourself with the double loop 50k on single track trails and jeep roads through scenic Norris Dam State Park. Enjoy aid stations, live GPS tracking and a friendly trail atmosphere for all levels.

Take on a Last Man Standing backyard ultra in scenic Jamestown, Tennessee on a 4.167 mile out and back through woods, creek crossings and mixed terrain. Camp onsite, enjoy warm aid and chase a coveted 100 mile belt buckle.

Run the Dirty Dog Trail 4 Miler on November 8, 2025 at Veterans Park in Lexington. Scenic and technical 4 mile trails with roots, rocks and creek crossings, offered in person or virtual. Proceeds support Hickman Creek Conservancy.

Southern Lights Stroll 5K is a festive evening event at the Kentucky Horse Park in Lexington, Kentucky. The lineup includes a 5K chip-timed Run and an untimed 5K Stroll, open to participants aged 7 and up. A newly redesigned route guides wa..

Join the Pilgrimage in the Park 5K on November 27, 2025 at Pulaski Park in Nancy KY for scenic new trail terrain and views of Lake Cumberland. A family friendly fun run rounds out the day and proceeds benefit the American Cancer Society.

Celebrate the season at Christmas at the Camp at Laurel Lake Baptist Camp with a 5K road run or walk, 10K trail race and kids fun run. Enjoy festive decorations, hot cocoa and cookies while supporting the camp and honoring its legacy.

Run the Frozen Nuts Trail Run in Nancy, Kentucky on January 3, 2026 with a half marathon, 10K, 5K and a 5K competitive walk. Scenic winter trails and solid on course support make it great for racers and casual runners alike.

Run the scenic Buffalo Lake loop in Elizabethtown at the Etown Trail Classic, with mixed trails and options from a 5K to 8 hour endurance races. Expect aid stations, chip timing, medals, swag and post race snacks.

Run the wild Warbird 100 in Hyden, Kentucky this mid March 2026, with 100 mile, 50k and half marathon options on scenic trail terrain. Shorter course runners may meet 100 mile finishers as routes overlap near the finish.

Hit the trails in Nancy Kentucky on March 21 2026 for the Lucky Opossum, featuring a half marathon, 10K, 5K run and a 5K competitive walk. Scenic singletrack and friendly competition make it a perfect spring challenge.

Conquer the Bluff is a 4.2 mile mountain run in Jacksboro climbing to Eagle Bluff and back with 930 feet of elevation gain. Proceeds support Campbell County High School scholarships and high school athletes run free.

Hilly 5K trail run or walk through Red River Gorge on June 27, 2026, starting at Natural Bridge Campground in Slade, KY. See rock arch views, snag a tie dye shirt while supplies last, and enjoy awards, photos, food and music.

Run a 50K on a secret course at Frozen Head State Park with steep climbs, runnable sections and sparse markings revealed the night before. Finish early or push for the full test and vie for guaranteed Big Barkley spring slots.

Join the Run Baby Run 5K in Lexington for a flat, family friendly course through Coldstream Park that supports NICU families. Enjoy a kids dash, commemorative tee and virtual option while helping provide essentials for babies in need.

Experience the Raven 10K through scenic trails at Raven Run Nature Sanctuary in Lexington on Sunday, September 27, 2026. Limited to 170 runners, this 12th annual trail race features performance shirts and custom age group medals.