Trail Running calendar near Los Olivos 2025-2026

We have found 16 Trailruns within 80 miles of Los Olivos. See below where and when you can find the races.

Ryan's Ranch Run is a charity running event in Pismo Beach, California, offering 5K, 10K, and a Kids Mile. The course winds through a private working cattle ranch on the back side of the Pismo Preserve, providing a scenic, ranch-side route for runners, walkers, and strollers. The event honors Ryan T..

October 2025

Back On The Ranch Trail Run takes place in Los Olivos, California, on October 3–4, 2025. This trail-running event offers a range of endurance formats: 3-hour, 6-hour, 12-hour, 24-hour, and 48-hour options, allowing participants to choose their challenge level over the weekend. Details and registrati..

Located at Montana de Oro State Park’s Spooner’s Cove in Los Osos, Spooner’s Cove Trail Run offered five distances: 8K, 13K, 25K, 37K, and 50K. The mostly coastal-mountain course features bluffside running with climbs to Valencia Peak and Hazard Peak, and two-loop 50K options. Elevation gains range..

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 course is notorious and punishing: the first mile climbs a cit..

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, this rugged course features steep hills, creek crossings, a..

November 2025

The Rock Cobbler Trail Run is a challenging off-road trail running event held at Rio Bravo Ranch in Bakersfield, California. Featuring a tough course with roughly 26 miles (41.8 km) and 4,500 feet of elevation gain for the full route, and a shorter 13-mile (20.9 km) option, the run promises a rugged..

The Rancho Ramble Trail Run takes place at Santa Margarita Ranch in Central California, offering runners a scenic experience across rolling grassy hills, oak-lined arroyos, and wide-open cow pastures. The course features deceptively steep and long hills with varied terrain that challenges footing an..

December 2025

The Island View Endurance Run, held in Goleta, California near Lompoc, is a challenging trail running event featuring distances of 25km, 50km, 100km, and 100 miles. The course is primarily on trails and fire roads, offering stunning views of the Central Coast and the Channel Islands. Runners face si..

The Hanukkah 8 Krazy Kilometers is an annual family-friendly running event held at Panorama Vista Preserve in Bakersfield, California. Participants can choose between an 8K race and a 2K Latke Loop Fun Run/Walk, both set on scenic trails along the Kern River beneath the Panorama Bluffs. The event ce..

January 2026

La Cuesta Ranch Trail Run takes place at La Cuesta Ranch, just outside San Luis Obispo, California, along Loomis Road. It features three distances—10 km, 20 km, and 30 km—run as one, two, or three loops on 100% dirt trail and ranch roads. The start/finish is at the historic ranch barn.The course is..

February 2026

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). Runners traverse backcountry canyons of Point Mugu State..

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 event creates a campus-friendly, community atmosphere, with o..

March 2026

The Santa Barbara Nine Trails is a trail running event held in Santa Barbara, California, featuring two distance options: 35 miles and 17 miles. Organized by AllWeDoIsRun, the race takes place on scenic trails along the California Central Coast, offering runners a challenging and picturesque course...

May 2026

Coyote Two Moon takes place in the Los Padres National Forest near Ojai, California. The event offers multiple distance options: 100 miles, 100K (roughly 62 miles), 55 miles, 55K (34 miles), 30K (about 18 miles), and 10K (about 6.5 miles); a brand-new 50K distance is also noted. The course features..

The Boney Mountain Trail Run is a scenic trail running event held in the Santa Monica Mountains, starting at Rancho Sierra Vista | Satwiwa National Park in Newbury Park, California. It features a challenging half-marathon course that includes creek crossings, single-track climbs, and stunning ocean..

The Born to Run Ultra Marathon Extravaganza is a premier trail running event held in Los Olivos, California. Scheduled for May 16, 2026, it offers a variety of race distances including 10, 20, 30, and 100 miles, as well as multi-day options spanning 3 and 4 days. The event is part of a series of tra..