Trail Running calendar near Los Olivos 2025-2026

Twilight's Last Gleaming Cross Country Challenge is a rare evening cross-country race held in Ventura, California. Now in its 40th year, it takes place on the last Saturday in October, except Halloween when it will be a week earlier. The co..

The Santa Cruz Island Eco-Extreme Trail Half Marathon is a challenging 13.3-mile trail race held on Santa Cruz Island in Channel Islands National Park, California. Organized by the Ventura County Sheriff's Search and Rescue Upper Ojai Team,..

The Rock Cobbler Run at Rio Bravo Ranch on November 8, 2025 is a demanding off road trail race with a limited field of 300. Choose a 26 mile or 13 mile route and enjoy stocked aid stations, swag and post race food.

Rancho Ramble Trail Run takes place at Santa Margarita Ranch in Santa Margarita, California (5995 W Pozo Road). The event offers Trail 50K, Trail 21K, and Trail 10K, showcasing classic Central Coast scenery: rolling grassy hills, wide-open..

Run scenic trails around Goleta, CA on December 5 and 6, 2025 with distances from 12K to 100 mile for a true endurance challenge. Finishers earn special awards like 100 mile belt buckles and gather for a Sunday awards banquet.

Join the Hanukkah 8 Krazy Kilometers in Bakersfield for a festive 8K or 2K Latke Loop at Panorama Vista Preserve along the Kern River. Enjoy medals, music, treats and a family friendly community run.

La Cuesta Ranch Trail Run invites runners to tackle scenic dirt trails along West Cuesta Ridge and Poly Canyon with 10K, 20K or 30K loop options. Start and finish at the ranch barn with aid stations, finisher awards and a custom tee.

Boney Mountain Trail Run takes place in Thousand Oaks, California, starting from Rancho Sierra Vista / Satwiwa in the Santa Monica Mountains. It offers a Half Marathon (13.1 miles, ~2,780 ft gain) and a 7k Trail Run (4.4 miles, ~664 ft gain..

Elevate's 12 Hour Race takes place at the First Baptist / VCA campus in Santa Maria, California. The format centers on a closed-loop course with each 12-hour lap measuring 1 mile, while the 5k is three loops of about 1.036 miles each. The e..

Back On The Ranch Trail Run Back On The Ranch Trail Run takes place on October 3 and 4, 2025, in Los Olivos, CA. The event offers timed and multi-duration trail options. Distances and formats listed for the event include: 3 hour 6 hour 12..

Coyote Two Moon is a rugged trail weekend in Los Padres National Forest near Ojai with distances from 10K to a 100 mile test. Huge elevation, small fields and a 42 hour cutoff make it a serious challenge for experienced trail runners.

Take on scenic Santa Monica Mountains and Point Mugu trails with creek crossings and ocean views at the Boney Mountain Trail Run. Choose a half marathon or 7k, chase a $500 course record bonus, and enjoy post race tacos and festival awards.

Back On The Ranch Trail Run Back On The Ranch Trail Run takes place on October 3 and 4, 2025, in Los Olivos, CA. The event offers timed and multi-duration trail options. Distances and formats listed for the event include: 3 hour 6 hour 12..