St. Petersburg

Trail Running Calendar near St. Petersburg 2026-2027

Explore the top trail runs near St. Petersburg for 2026-2027! We've gathered 22 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2027

Sep

Pinellas Trail Challenge

University Park-South Downtown

Trail Run 46 mi

An ultramarathon on September 4, 2027 following the Pinellas Trail for just over 46 miles between St. Petersburg, Tarpon Springs and Dunedin.

Sep

Bennett Park at Dark

Bradenton | 18 mi from St. Petersburg

Trail Run 2 mi 4 mi

Nighttime neon runs at Bennett Park in Bradenton with 2 mile and 4 mile cross-country courses, neon lights, DJ, vendor village, and a required headlamp.