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Trail Running Calendar near Pine Valley 2026-2027

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Explore the top trail runs near Pine Valley for 2026-2027! We've gathered 12 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
A night trail run on private ranch trails in Alpine, California, under reflective course markers. Multiple loop distances are offered, headlamps are required, camping is available and aid stations will be illuminated.
September 2026
Trail races in Pine Valley, California on September 5, 2026 offering 50 kilometer and 15 kilometer options. Both races have fixed cutoffs, marked trails with frequent ribbons, staffed aid stations, and specific rules for pacers, crews, and drop bags.
October 2026
Cuyamaca 100k is a 100 kilometer trail race in San Diego on Oct 3, 2026, crossing oak woodlands, meadows, pine forest and chaparral. The 2026 event is a Western States 2027 qualifier and supports outdoor education and public lands causes.
Mountain trail event on October 17, 2026 offering 50K, marathon, and half marathon options that climb to Cuyamaca Peak on single track trails, with substantial elevation change and GPX course files available.
November 2026
Trail marathon in the Cleveland National Forest on Kumeyaay Lands held Sunday November 1, 2026; registration opens August 8, 2026 on UltraSignup.
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 are provided..
Timed 6 and 12 hour loop trail races on a ~1.5 mile singletrack near Ramona with a single aid station and limited entries for SURF members.
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.
April 2027
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
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.
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