Jamestown

Trail Running Calendar near Jamestown 2026-2027

Explore the top trail runs near Jamestown for 2026-2027! We've gathered 3 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026

Oct

23-24

Fr - Sa

No Business 100

Jamestown

Trail Run 101 mi

Experience a technical hundred mile loop through the Big South Fork National River and Recreation Area. Runners will encounter sandstone arches and waterfalls across Tennessee and Kentucky with a thirty four hour cutoff.

November 2026

Nov

Barn Creek Backyard Ultra

Jamestown

Backyard Ultra 4 mi

A Last Man Standing backyard ultra in Jamestown TN with a 4.167 mile loop on mixed terrain, on-course aid, on-site camping, and a belt buckle for 100 miles.

September 2027

Sep

The Barkley Fall Classic

Wartburg | 29 mi from Jamestown

Trail Run 26 mi 50 km

A rugged 50 km trail race in Frozen Head State Park with unmarked sections, a strict no GPS policy, and an all or nothing decision point between a marathon or the full 50K.