Trail Running calendar near Pioneertown 2026-2027

We have found 35 Trailruns within 80 miles of Pioneertown. See below where and when you can find the races.

The Ranch 50K is a trail race in Escondido's Daley Ranch area on February 14, 2026, featuring a 50K and a Half Marathon. Both courses start and finish at Dixon Lake and include multiple aid stations. Participants receive race swag, and fini..

Trail race in San Pasqual Valley with 20 mile, half marathon and 10K options; the longer courses summit Raptor Ridge twice and most of the terrain is single track. Finish line features a free wine tasting with local vineyards.

March 2026

Run a unique 5K through an active limestone quarry surrounded by massive machinery. The event offers separate categories for the public, Cemex employees, and school teams. All proceeds benefit local school STEM programs.

Multi-distance trail races through Anza Borrego Desert near Julian, CA, with 50K, marathon, and half marathon options, campground amenities, full aid stations, and included race shirt and finisher medals.

A timed endurance event at Lake Cuyamaca offering 6-, 12-, and 24-hour options, cupless racing, included access fee, campground headquarters, and a no-refund policy.

Trail races at Whiting Ranch Wilderness Park on March 21, 2026 feature 6k, 10k, half marathon and 30k courses through oak-filled foothills with marked support and event swag. Finishers are offered a complimentary beer with a meal at a local..

A rugged high desert half marathon and 10K in Pioneertown with views of the Sawtooth Mountains. Proceeds support the John Wayne Cancer Foundation and entries include chip timing, aid stations, a finisher mug and a finisher shirt.

A loop-based trail endurance event in Fallbrook, CA on March 21, 2026 offering 12 hour solo, 12 hour team, and 6 hour solo formats. Each 4 mile loop gains about 1,300 feet and a stocked aid station supports every lap.

April 2026

This trail race climbs into the Cleveland National Forest near Silverado, California. Runners can choose from a 10K, half marathon, or a challenging 17-mile local loop. All courses feature significant elevation gain and well-placed aid stat..

Two days of trail runs and gravel bike rides at Diamond Valley Lake Marina featuring marathon, shorter trail distances, youth and stroller events, plus gravel rides around the lake and finisher shirts and medals for multiple races.

Oriflamme 50K in Julian, California on April 11, 2026 is an out and back trail race that descends into desert terrain then returns via a long climb, with fully stocked aid stations and a 150 runner limit.

An 81 mile team ultramarathon from Salton City to Palomar Mountain mixing road and single track through Anza-Borrego State Park. Teams of two or three run together; limited entry and prior ultramarathon experience are required.

This trail running event on the Soboba Indian Reservation features a Marathon, Half Marathon, 5k, and Kids 3k. Courses include varied terrain with significant elevation gain. Proceeds support Noli Indian School scholarships.

A looped trail event at Lake Perris offering 10k, 50k and 100k with significant elevation gain, aid stations, group camping, and double-challenge buckles.

Tackle the Shadow Strike Unsanctioned Run in Chino Hills, a 4+ mile all terrain challenge across trails, gravel and open streets. No clocks, just navigation to checkpoints and cash prizes for top finishers and random participants.

May 2026

A multi-distance trail event on May 16, 2026 in O'Neill Regional Park, Trabuco Canyon, running through oak and sycamore woodlands and native coastal scrub. Parking is $5; no refunds are offered but rollovers are allowed for weather or fire..

This 10 km trail run takes place in Big Bear, California, featuring scenic but technical mountain trails at high altitude. It is scheduled for May 17, 2026, and is part of a Spartan festival weekend.

A multi-distance ultrarunning event on a flat one mile loop at a private ranch in Riverside, CA. Options range from 3 hour races to a 100 mile solo and a 24 hour relay, with camping and on site support.

June 2026

Holcomb Valley Trail Run returns to Big Bear Lake in June 2026 with new South Shore courses, multiple single day distances, and a TransRockies three day staged race during the Big Bear Peaks and Pines weekend.

A family-friendly 5K and 1K kids run in Yorba Linda that commemorates Title IX, follows the El Cajon Trail, welcomes strollers and dogs, and includes a vendor fair and finisher medals.