Madison

Trail Running Calendar near Madison 2026-2027

Explore the top trail runs near Madison 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.

August 2026

Aug

Death by 5k Brandon

Brandon | 14 mi from Madison

Trail Run 5 km 50 km

Complete ten 5k runs every two and a half hours in this 24 hour challenge in Brandon. Enjoy hot meals and community activities between laps while striving to earn a custom finisher coffin.

October 2026

Oct

Belhaven Hills Classic

Jackson | 11 mi from Madison

Road Race Trail Run Walk 8 km 16 km

Belhaven Hills Classic on October 10, 2026 in Jackson, MS features a 16k road and trail race, an 8k, a one mile Bier Run and a one mile kids fun run.

February 2027

Feb

Frosty 15

Madison

Trail Run 15 km 16 mi

Trail race on the Yockanookany section of the Natchez Trace with 15.5 mile and 15K out and back courses, cupless and chip timed.