Trail Running calendar near Woodside 2026-2027

A trail race in the Marin Headlands with 8K, half, 30K and 50K options along coastal single-track and fire roads, marked courses, cupless aid stations, and a 350 runner capacity.

Monthly community hikes with an optional trail-run pace in Richmond organized by FIERCE Advocates, Moving Forward, and Richmond Run Club at 5551 Giant Highway.

An annual August trail event from Lake Chabot Marina offering a 50 km and a half marathon with volunteer aid stations and a plant-based finish festival.

Time based trail running at Skyline Wilderness Park in Napa where participants run as far as they can in 3 hour, 6 hour, or 12 hour formats on a 4.16 mile loop.

A trail running event on Aug. 8, 2026 in Gilroy, California through redwood groves and peak viewpoints. Distances include a 5K, 10K and half marathon with significant elevation gain, and proceeds support youth scholarships.

Bear Creek on August 8, 2026 offers 5K, 10K and a 13.32-mile half marathon in the Briones Regional Park area, with a virtual Remote Runner option. Entry windows and fees are listed for each race.

A 50K trail ultramarathon near San Francisco with about 6,600 feet of climbing across Coastal, Miwok, Matt Davis and Dipsea trails and a $10,000 prize purse.

Experience the trails of Redwood Regional Park in Oakland. Runners can choose from distances ranging from a 50 yard kids dash to a 50K ultramarathon through scenic ridge lines and redwood groves.

Trail races on hilly mixed dirt and single track at Almaden Quicksilver Park with distances from 5K to 50K, aid stations, drop bag service for longer races, and mandatory course markings and cutoffs.

A 5K trail race along the Lands End Trail in San Francisco with coastal views, finisher ribbons for all and awards for the top five overall runners.

A community running event in Felton, California, featuring a 10K through Henry Cowell Redwoods State Park and a 1 mile kids race, beginning and ending at Roaring Camp Railroads; registration includes a pancake breakfast and supports local e..

Trail races of 10K, half marathon and 30K in Henry Cowell Redwoods State Park featuring redwood single-track, a sandy ridge, river crossings, and cupless aid stations.

A map based 5K and 10K navigation event in Fillmore and Japantown, San Francisco, with team options, checkpoint questions, and post event refreshments.

A 13.7 mile out and back on the Dipsea Trail from Stinson Beach to Mill Valley and back run with a handicapped start and annually adjusted waves.

A two loop 4.15 mile cross country race on the fire roads of the UC Santa Cruz campus, starting and finishing at the meadow above the fire station and included in the Pacific Association USATF Grand Prix series.

Trail races at Huddart Park, King's Mountain and Bear Gulch offer measured distances from a 50 yard kids dash to a 50K, with fees listed per distance and registration opening November 11, 2025.

Trail race around Angel Island with a 10K single loop and a half marathon that repeats the loop, limited to 400 participants and includes a ferry.

A steep 4.75 mile up and down run, hike, or walk on San Anselmo's Bald Hill that finishes downtown with live music and a t shirt. The third annual event benefits local nonprofits and includes town endorsement.

The inaugural Apple City 5k at Pinto Lake County Park in Watsonville on 30 August 2026 offers a 5k on gentle, scenic trails and a kids 1k around the soccer fields. Half the event funds support the Pajaro Valley Education Foundation.

The 33rd annual Phil Widener Empire Open is a 3.4 miles PA/USATF cross country race at Spring Lake Regional Park featuring rugged trails and a $1500 prize purse.