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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 11 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
October trail race to Cuyamaca Peak offering 50K, marathon, and half marathon courses with significant climbing, aid stations, GPX files, and checkpoint cutoffs.
November 2026
Trail marathon on November 1, 2026 at Red Tailed Roost Trailhead in Mount Laguna; 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 run on a 2.5K singletrack near Mt Woodson in Ramona, CA with a well stocked aid station and significant climbing.
March 2027
Desert trail event in Anza Borrego offering 50K, marathon and half marathon with aid stations, tech shirt, and finisher medals.
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 is an out and back trail ultramarathon on April 10, 2027 that descends into desert terrain, features stocked aid stations, and has a 9 hour limit.
A trail 5K at BackCountry Gardens with two 1.5 mile loops, a non-timed Fun Run, and a charity Beer Mile with individual and team categories.
A 100 mile mountain trail race around Lake Cuyamaca and Mount Laguna with a 32 hour limit, 16 aid stations, and about 13,000 feet of climbing.
May 2027
Second annual Mission Trails Twilight Runs feature 50K and 25K loop races plus a 5K out-and-back, starting near sunset at Mission Trails and limited to 300 runners.
June 2027
PCT 50 is a 50 mile out and back on the Pacific Crest Trail in Cleveland National Forest, climbing about 7,500 feet with multiple staffed aid stations.
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