Woodside
Trail Running Calendar near Woodside 2026-2027
Explore the top trail runs near Woodside for 2026-2027! We've gathered 62 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
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 map based 5K and 10K navigation event in Fillmore and Japantown, San Francisco, with team options, checkpoint questions, and post event refreshments.
September 2026
A trail running event at Calero County Park offering distances from a kids run to a 50K across single-track and dirt roads, with named aid stations, drop bag support, bib color assignments, and time limits for longer races.
A 40th edition cross country meet in Golden Gate Park with an approximately 4 mile two loop course over grass, dirt, and rolling hills.
A family friendly 5K run in San Francisco with a scenic course from Mountain Lake Park to the USS San Francisco Memorial and post-race festivities.
Trail 5K with a steep first mile and flat fast finish, plus a kids run and member picnic at San Pedro Valley Park on September 20, 2026.
Trail event in Castro Valley featuring a 100k, 50 mile, and marathon with UTMB index status and firm time limits due to park permits.
Trail running in shaded redwood forest at Sanborn County Park on September 27 2026, with 10K, half marathon and 50K options; steep singletrack, shuttle parking, chip timing and specific mandatory gear for the 50K.
October 2026
Experience a trail half marathon on San Bruno Mountain featuring 2,400 feet of elevation gain and stunning views. Enjoy a scenic route with 93 percent trail coverage followed by a post race meal and finishers medal.