Poway
Trail Running Calendar near Poway 2026-2027
Explore the top trail runs near Poway for 2026-2027! We've gathered 32 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
February 2027
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.
A self supported single loop 51 mile trail run around San Diego with about 5000 ft elevation change, no course markings and no organized aid.
A loop-course trail event in Poway, CA offering 100K (solo or relay), 50K (solo or relay), and a half marathon on February 27, 2027.
March 2027
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.
April 2027
Obstacle course weekend at Pala Fox Raceway with Sprint 5 km, Super 10 km, kids races, spectator options and on-site festival.
Oriflamme 50K on April 10 2027 is an out and back trail race that drops from the Pacific Crest Trail into desert canyons before a long climb back. The event is limited to 150 runners and features stocked aid stations and finisher medals.
A 100-mile trail endurance race in the Mount Laguna area using Pacific Crest, Noble Canyon and Lake Cuyamaca trails. The event is a Western States qualifier, is cupless, and requires volunteer hours or a TrailFit donation.
May 2027
A self supported marathon in San Diego on May 8, 2027 held in memory of a runner; no official timing or aid stations and participants are on their own.
Twilight trail races at Mission Trails Regional Park offering 25K and 50K options with technical single track, significant elevation gain, and sections run after sunset.
June 2027
Vineyard trail event at Orfila Winery with 3, 6, and 9 mile options, three wine tastings for those 21 plus, food trucks, and limited entry of 300 runners.