Trail Running calendar near Pioneertown 2026-2027

We have found 51 Trailruns within 80 miles of Pioneertown. See below where and when you can find the races.

A multi-distance trail event at Lake Perris featuring 10, 20, 50, 100, and 200 mile courses, substantial elevation gain, aid stations, pacer rules, group camping, and cash prizes for 100 and 200 mile podiums.

Trail races at Caspers Wilderness Park on October 31, 2026 offering 10k, half marathon, 35k, marathon and 50k routes with marked courses and event support.

November 2026

A trail event in Silverado, CA, with marathon, 25k, half and 10k courses routed from Black Star Canyon; the marathon has 4,244' of elevation gain and aid stations are placed along the route.

Fixed-time trail runs on an approximately 2.75 mile loop in O'Neill Regional Park with 3, 6 and 8 hour options through wooded canyons and varied terrain.

A trail event on November 14, 2026 in Yucaipa, CA offering 21 mile, 10 mile, and 4 mile courses through the Crafton Hills. Ten percent of registration fees support the Crafton Hills Open Space Conservancy.

Terrain Race Irvine is an obstacle and mud focused 5K at Oak Canyon Park on November 21, 2026, featuring mud pits, walls, ropes and 11+ obstacles, plus pre race packet pickup and a post race festival with food, music and vendor booths.

One mile loop ultra on hardpacked dirt with timed 3, 6, 12 and 24 hour options plus relay teams. Live chip timing, free on course camping, continuous food service, and a 31 hour buckle challenge to reach 100 miles.

December 2026

A 50 mile point to point trail race through Cleveland National Forest and Cuyamaca Rancho State Park, featuring Stonewall Peak and Oriflamme Canyon. Aid stations, drop bag rules, shuttle options, and finish amenities at Stagecoach Trails ar..

A Last Person Standing race in Yucaipa, CA on December 11, 2026 where runners repeat hourly 4.167 mile loops until one person remains. The overnight event uses foothill trails, headlamps, a basecamp with firelight, and limited camping.

Trail races at Daley Ranch near Escondido with 10 Mile, 10K and 5K courses on single track and dirt roads; the 10 Mile reaches Stanley Peak for a 360 degree view and the event limits entries to 300 runners.

January 2027

Experience a diverse trail running event in Escondido featuring everything from a 50 mile ultra to a stroller friendly 5k. Explore the valley floor or climb to the summit of Raptor Ridge in this cupless race series.

Two days of obstacle racing at Lake Perris with Sprint 5 km, Super 10 km, Beast 21 km and kids races on a flat, fast course with mountain views.

Trail races at Lake Hodges offering 50K, half, 10K, 5K and a combined Hercules DemiGod Challenge with varied elevation and mapped courses.

Trail races of 30K and 50K through the historic Calico Ghost Town and Calico Mountains on Sunday, January 24, 2027.

A 24 hour individual and team trail race at Lake Perris featuring repeated laps of the Molcajete 1.0 loop of about four miles with significant climbing. Teams of four run in a fixed rotation and awards go to top individuals and teams.

February 2027

A trail event in Big Dalton Canyon offering a **50K solo**, a 4-person 50K relay, and a **10K loop**, with over 9,000 feet of elevation and proceeds to the Wildland Firefighter Foundation.

Trail races at Daley Ranch on February 13, 2027 include a 50K (two 25K loops) and a half marathon, three fully stocked aid stations, defined cut off times, and pre race training runs.

A 10th annual trail race in San Pasqual Valley with three distances through vineyards and orange groves. Half and 20 mile courses summit Raptor Ridge twice and the finish features a free local wine tasting; field limited to 450.

March 2027

A trail race weekend in Anza Borrego Desert State Park on March 13, 2027, offering 50K, marathon, and half marathon courses with aid stations and on-site campground facilities. Participants receive a tech shirt and a finisher medal.

Timed 6-, 12-, and 24-hour running events at Lake Cuyamaca on a scenic 2 mile loop near Julian, CA, with on-site dining, a store, and camping and RV options.

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