Trail Running calendar near Oakland 2026-2027

We have found 47 Trailruns within 80 miles of Oakland. See below where and when you can find the races.

Take on the Skunk Ape Night Run 30K through Green Swamp in Dade City Florida, a moonlit mix of sand, mud, creek crossings and single track. Reflective markings, aid stations and a post race potluck make for a welcoming night on the trail.

August 2026

Run under the stars in the Withlacoochee Forest at the Hot August Night Trail Race on single track packed with sand and pine needles. Headlamps required; all finishers get a handcrafted medal and a post race picnic.

October 2026

Join the PawPals 4 Life 5k on October 24, 2026 at Rock Springs Run State Reserve for an in person or virtual run that welcomes dogs and supports Pawfields Enrichment Group. Enjoy trail scenery, race swag, and medals for finishers.

Run The Jacks at MalaCompra Greenway Trail on October 25, 2026, a shaded single track seaside trail event offering 50 km, 24 km and 12 km distances. Limited to 150 runners, enjoy ocean views and a friendly trail race vibe.

Take on the Nightmare on the Clermont Trails 5K on Halloween for a spooktacular trail run with staged spook zones, live actors and a DJ. Dress up for the costume contest with prizes or join the virtual 5K from anywhere.

November 2026

Enjoy a scenic trail run through pine forests, lakeshores, and meadows at Lake Louisa State Park this November 2026, with 5K, 10K, and half marathon options to suit every runner. Aid stations and on course restrooms help keep you fueled and..

Take on the Colt 45 Trail Race at Colt Creek State Park with four looped distances from a 14 mile loop to an epic 60 mile challenge. Aid stations, GPS files, handcrafted medals and a post race picnic create a welcoming trail festival.