Trail Running calendar near Pioneertown 2026-2027

We have found 33 Trailruns within 80 miles of Pioneertown. See below where and when you can find the races.

Run rugged trails through the restored Calico Ghost Town and Calico Mountains in a scenic 30K or 50K. USATF sanctioned, it blends Mojave Desert history with off road trails and runs Jan 25, 2026.

February 2026

Run scenic, rolling trails through Escondido's Daley Ranch with a rugged 50K two loop challenge or a single loop half marathon. Both races start and finish at Dixon Lake with stocked aid stations and SoCal Ultra Series points.

Take on scenic single track trails at the ninth annual San Pasqual Valley Trail Race in Escondido, with 20 Mile, half marathon and 10K options that summit Raptor Ridge. Celebrate at the finish with free wine tasting from local vineyards.

March 2026

Run through an active limestone quarry at the Cemex Quarry Quest 5K in Rialto, where rugged terrain and towering industrial equipment create a thrilling backdrop. Enjoy a memorable race while supporting cancer awareness and fundraising.

Run 50K, marathon, or half marathon in Anza Borrego Desert State Park, starting and finishing at Stagecoach Trails RV Resort. Sandy jeep roads and singletrack deliver stunning desert scenery and a SoCal Ultra Series qualifier.

Test your endurance at Pirate's Cove, a timed run and hike at scenic Lake Cuyamaca with 6, 12 and 24 hour options. Cupless event with campground HQ and camping; bring your own cup or buy a souvenir. Military and veteran discounts available.

Explore oak and chaparral trails in the Santa Ana foothills at the Whiting Ranch Trail Races. Choose 6k, 10k, half marathon or 30k, enjoy marked, supported courses, event swag, and a post race beer from Docent Brewing.

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.

April 2026

Challenge yourself at the Billy Goat Mountain Climb on April 4, 2026 in Cleveland National Forest near Silverado CA. Choose the 17 Miler Silverado Loop, Half Marathon or 10K and tackle rugged trails with big climbs and creekside scenery.

Enjoy scenic single track and lake views at Bedrock Valley Trail Runs, April 11 and 12 at Diamond Valley Lake Marina. Choose from marathon to stroller 5K plus gravel bike options, bring your own hydration and earn finisher swag.

Oriflamme is a 50K out and back trail race in the Julian and Anza Borrego Desert that combines sweeping desert vistas with steep canyon climbs and sandy single track. Limited to 150 runners, finishers earn a medal and technical shirt.

Badwater Salton Sea is an epic 81 mile team ultra from the Salton Sea to Palomar Mountain, gaining over 9,000 feet across desert roads and single track. Teams of two or three run together through extreme heat and wildly variable conditions.

Take on rugged single track and sandy climbs at the Annual NATRO@NOLI Indian School Trail Races in San Jacinto, CA. Marathon, Half, 5k and Kids 3k distances, limited spots, with proceeds supporting Noli Indian School.

Machete Trail Madness at Lake Perris on April 25, 2026 offers 10K, 50K and 100K trail options over rugged lakeside loops. Camp with the group, use staffed aid and grab free pro photos of your effort.

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

O'Neill Park Trail Races in Trabuco Canyon on May 16, 2026 invites trail lovers to run through oak and sycamore lined canyons. Choose from 50k, marathon, 30k, half marathon or 10k for a challenging and rewarding day on scenic single track.

Gorgonio View Trail Run at Big Bear Mountain Resort on May 17, 2026 features a Trail 10K on singletrack through pine forest with technical climbs, wide mountain views, and team entry options.

Join the 17th Nanny Goat May 23 to 24 in Riverside for looped one mile laps on a flat ranch course with camping, swimming and family friendly amenities. Options span 3 hour to 100 mile plus a 24 hour relay with on site support.

June 2026

Run the scenic Holcomb Valley Trail Run around Big Bear Lake on courses of 33, 14, or 7 miles along the Pacific Crest Trail. Enjoy rugged mountain views while supporting local volunteer search and rescue.

July 2026

The Mt. Baldy 5000 is a scenic mountain 5K that climbs almost entirely uphill to a sunset finish with sweeping mountain views and spectator friendly sections. Post race BBQ, live music and a chairlift ride cap the evening.