Trail Running calendar near Jamestown 2025-2026

We have found 15 Trailruns within 80 miles of Jamestown. See below where and when you can find the races.

Run scenic trails at Fall Creek Falls State Park on November 22, 2025, choosing 50k, 100k or 100 mile distances. Cross suspension bridges, wind along mossy creekside paths and take in sweeping waterfalls and lake views for a memorable autum..

Celebrate the season on the Dumont Hill trails with the Santa Trail 5K, complete with holiday tunes, costume fun, and a warm cup of cocoa at the finish. Accessible loop, free Child Dash, and virtual entries welcome.

Join the Pilgrimage in the Park 5K Run/Walk on Thanksgiving Day at Pulaski Park in Nancy, Kentucky, for a scenic trail run with views of Lake Cumberland. Proceeds support the American Cancer Society and a fun family run welcomes everyone.

December 2025

Join a festive 5K road run or walk, 10K trail race, and kids fun run on Dec 6 in Corbin to honor a beloved pastor and support Laurel Lake Baptist Camp. Enjoy holiday decorations, hot cocoa, cookies and family friendly fun.

Hit scenic, technical trails at the Dirty South Trail Races in Knoxville on December 7, 2025, featuring a half marathon, 10K and Kids Trail Mile through Ijams Nature Center and Ross Marble Quarry. Early registrants may receive a special tec..

January 2026

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.

Take on the Wanderers' Trail Race on January 25 at Maryville College Woods. The chip timed 5k winds over hills, streams and roots, with a kids trail mile and youth 5k for a family friendly day of scenic trail running.

February 2026

Gone Loco in Athens Tennessee on Feb 8, 2026 offers 33 mile, 11 mile and 11 mile ruck routes along a flat, runnable former rail trail through woodlands and countryside. Only 150 spots so register early for swag.

March 2026

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.

April 2026

Join the Veterans Heritage Ridge Run on April 25, 2026 to fund Sharps Ridge Veterans Memorial Park. Choose a timed 5K, a family mile walk, or a 10K ruck on scenic wooded trails and celebrate community and veterans.

May 2026

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.

June 2026

Three Sisters Ultra Festival in Maryville College Woods offers 24 hour, 12 hour and 6 hour timed trail options plus relays on a friendly 2 mile loop with aid available every lap. Enjoy live music and a lively festival vibe as you stack loop..

August 2026

Experience the Dog Days of Summer Trail Race weekend in Grandview, Tennessee, with looped trails from 1 mile to 24 hour events over hilly summer terrain. Camp by the course and run to benefit Flying Pigs Animal Sanctuary.

September 2026

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.

Run scenic single track in Big South Fork with 17.5 mile and 10K options starting at Bandy Creek Campground in Oneida, TN. Camp onsite and stick around for a post race family picnic.