Trail Running calendar near Jamestown 2025-2026

We have found 18 Trailruns within 80 miles of Jamestown. See below where and when you can find the races.

Join the Frozen Nuts Trail Run in Nancy, KY on January 3, 2026 for a scenic winter day of trail running with a half marathon, 10K, 5K run or 5K competitive walk. Choose your distance and enjoy trails, camaraderie, and cool weather racing.

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

Take on the flat, scenic Eureka Trail at Gone Loco on Feb 8, 2026 with distances from 11 miles to a 55k qualifier. Limited to 150 entries, the race adds an 11 mile ruck division and livestream coverage along a runnable woodland route.

Hit the trails at Big Ridge State Park for the Dark Hollow Wallow, featuring challenging hilly 11 mile and 5 mile trail races plus a Kids Trail Mile. Aid stations have very small cups so bring your own water, and students and KTC members sa..

March 2026

Hit the trails at Lucky O'possum in Nancy, KY on March 21, 2026, with 5K, 10K and half marathon options for every pace. Expect rolling singletrack, friendly competition and postrun smiles for runners of all levels.

Run the scenic, moderately hilly single track at Concord Park in Knoxville on March 21, 2026 with 10K, 20K and a kids trail mile to choose from. Expect a friendly trail vibe, challenging terrain and a fun day outdoors.

Choose a 50K or half marathon through Fall Creek Falls State Park on the restored original course, with scenic overlooks and a suspension bridge. Aid stations, finish line hot food, and nearby lodge rooms make for a memorable trail weekend.

April 2026

Support Sharps Ridge Veterans Memorial Park at the Veterans Heritage Ridge Run on Saturday, April 25, 2026. Choose a 5K timed trail run, 10K Ruck Race or 1 mile family walk through scenic wooded hills with a JROTC competition.

May 2026

Conquer the Bluff on May 2, 2026 in Jacksboro, Tennessee invites runners to tackle a rugged 4.2 mile out and back with a 930 foot climb to a scenic overlook. Proceeds benefit Campbell County High School scholarships.

Run through Knoxville's Urban Wilderness after dark in this 6 mile trail race with student and kids options on May 9, 2026. Trails are mostly unlit so bring a headlamp or flashlight and expect a fun challenging night adventure.

June 2026

Take on the Three Sisters Ultra Festival on a scenic 2 mile loop in Maryville College Woods with 24 hour, 12 hour and 6 hour timed events, relays and day or night options. Live music and pavilion amenities add festival fun.

Run the scenic trails of Sharp's Ridge in Knoxville on June 6, 2026 with 7 mile, 4 mile and kids mile options. Expect flowing, moderately technical singletrack, supportive aid stations and a lively community vibe for all ages and paces.

July 2026

Celebrate July 4 in Madisonville TN with the 1776 Merica Run offering 17.76 and 7.4 mile courses plus a ruck division. Run in person or virtually July 2 to 8 along scenic lakeside trails with a post race cookout.

Hit the scenic trails of Haw Ridge Park on July 11, 2026 for an 8 mile lake loop plus student and kids trail options. Expect rolling climbs, lakeside views, a midcourse aid stop and a friendly community vibe for all ages.

August 2026

Run looped trails at the Dog Days of Summer Trail Race in Grandview to support Flying Pigs Sanctuary and animals in rural Tennessee. Timed events from 1 hour to 24 hour on 1 or 3 mile loops, plus free tent camping and a glamping auction.

September 2026

Barkley Fall Classic is a rugged 50 km trail ultramarathon at Frozen Head State Park on September 19, 2026. Expect brutal climbs, runnable singletrack and a course map revealed the night before, with proceeds supporting the park.

Experience the rugged Big South Fork on 17.5 Mile or 10K trail courses from Bandy Creek Campground on September 26, 2026. Register in advance, enjoy aid stations and finisher apparel, and camp nearby with NPS reservations.

November 2026

Challenge yourself on scenic single track and jeep roads at Norris Dam State Park with 25k or 50k options. Finishers receive a limited edition series shirt and a deluxe finisher's medal to celebrate the achievement.