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.

October 2026

Oct

Belhaven Hills Classic

Jackson | 11 mi from Madison

Road Race Trail Run 8 km 16 km

Fourth annual Belhaven Hills Classic in Jackson, MS features road and trail races plus two one mile runs through the Belhaven neighborhood and nearby trails.

November 2026

Nov

Race 2 Home

Hinds County | 20 mi from Madison

Trail Run 3 mi

A charity 5K in Jackson, MS on November 14, 2026 organized by the St. Dudes Baseball team to raise funds for pediatric cancer research, treatment, and family care.

February 2027

Feb

Frosty 15

Madison

Trail Run 15 km 16 mi

Trail races of 15.5 miles and 15K on the Yockanookany section of the Natchez Trace in Madison, MS, with two aid stations and chip timing.