Trail Running calendar near Pioneertown 2026-2027

We have found 39 Trailruns within 80 miles of Pioneertown. See below where and when you can find the races.

Run a 5K through the unique setting of an active rock quarry in Rialto. The course offers views of massive machinery and limestone terrain. All proceeds benefit local school STEM programs.

Run through the scenic and historic trails of Anza Borrego Desert State Park. Choose from a 50K, marathon, or half marathon, starting and finishing at the Stagecoach Trails RV Resort. This is the event's ninth year.

Choose your challenge at the Pirate's Cove timed endurance run, set on a scenic 2-mile loop around Lake Cuyamaca in the mountains. The event offers 6-hour, 12-hour, and 24-hour distances starting at 8 a.m., with on-site dining and supplies..

Explore the trails of Whiting Ranch Wilderness Park in Orange County. Choose from four distances, from a 6k to a 30k, on courses with views through oak woodlands. The event is well-supported and offers participant gear.

Join the Pioneertown Half Marathon and 10K on March 21, 2026, in the high desert near Joshua Tree. This rugged, hilly course offers stunning views of the Sawtooth Mountains while supporting cancer research. Participants receive a series shi..

Test your endurance at Monserate Mt. Preserve with 6 and 12 hour trail running options. Complete as many loops as possible solo or as a team while enjoying local trails and a fully stocked aid station.

April 2026

Tackle the trails in the Cleveland National Forest near Silverado with the Billy Goat Mountain Climb. Choose from three distances, all featuring significant elevation gain, including a local favorite 17-mile loop. Aid stations and shuttles..

Explore the trails and gravel paths around Diamond Valley Lake. This two-day festival in Hemet offers running distances from a 1-mile youth run to a full trail marathon, plus gravel bike rides. It's a cup-less event with finisher medals, sh..

The Oriflamme 50k is an April trail run on a scenic 31.4-mile out-and-back course. It features a 2,000-foot descent into the desert and a challenging climb back up, with aid stations and a 9-hour limit. Participants receive a technical shir..

Event Details The Badwater Salton Sea is an 81-mile (130 km) team ultramarathon that takes place in the Anza-Borrego Desert and Palomar Mountain region of Southern California. The event challenges teams of two or three runners to complete t..

Trail races on the Soboba Indian Reservation support Noli Indian School. Choose from marathon, half marathon, 5k, or a kids' 3k walk/run. The event features Native and Open divisions, with proceeds funding a student scholarship.

Machete Trail Madness features 10K, 50K, and 100K races on looped courses around Lake Perris. The event includes free lakeside camping for participants and their families. It offers long cut-off times and a community-focused, multi-lap race..

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

The O'Neill Park Trail Races offer a range of distances on the trails in South Orange County. Join the event in Trabuco Canyon on May 16, 2026.

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.

Nanny Goat is a family-friendly timed run on a flat, one-mile loop at a private horse ranch in Riverside. Choose from solo 3 to 24 hour races, a 100 miler, or a 24 hour relay. The event offers free camping, swimming, and a medal for every p..

June 2026

The 30th annual Holcomb Valley Trail Run returns to Big Bear Lake in June 2026. The weekend features a multi-day stage race and single-day distances from 5 to 33 miles on mountain trails. Registration opens in January with early bird pricin..

Celebrate the legacy of Title IX in Yorba Linda. Run or walk a moderate 5K on the El Cajon Trail with the family, strollers, and dogs. After the race, visit the vendor fair and explore awards for various age groups.

July 2026

The Mt. Baldy 5000 is a tough, scenic 5K uphill run at Mt. Baldy Resort. After finishing at the Top of the Notch, runners can enjoy a BBQ dinner and drinks before a chairlift ride back down. It's billed as a unique summer mountain party.

The Harding Hustle offers 50K, 30K, and 15K trail races on the Harding Truck Trail in Orange County's Santa Ana Mountains. This cupless event features challenging climbs, descents, and is known for its heat. Parking is not allowed at the st..