Trail Running calendar near Oakland 2025-2026

Take on the Miwok 100K in the Marin Headlands near Stinson Beach, a scenic 62 mile trail with 11,000 feet of climbing. Limited to 400 runners, the well supported, low waste event offers relay and training options plus finisher swag.

Join Tails & Trails on May 3, 2026 in Windsor CA to support Dogwood Animal Rescue with a fun 5K, Dogwood Dash, or virtual option. Bring your pup for a dog friendly run and help animals in need.

Join Angwin to Angwish, a scenic trail run through Pacific Union College woods with 26K, 10K and a 1 Mile Kids Run for ages 7 to 12. Family friendly, cupless event with race day check in and proceeds benefiting PUC Athletics.

Run the classic Stinson Beach to Muir Woods trails on May 9, 2026, choosing marathon, half or 7 mile routes in a limited 300 runner field for an intimate race experience. Expect rugged coastal redwood paths, creek crossings and rewarding pa..

Run the scenic Berkeley hills from Lake Anza in Tilden Park with distances from 10K to a rugged 50K, plus a free kids dash. Register early for a tee, all finishers get a custom medal, and parking is free.

Tackle scenic hilly trails at the Quicksilver Endurance Runs on May 9 in Almaden Quicksilver Park. Choose 50K or Western States qualifying 100K, enjoy stocked aid stations and a post race BBQ while supporting youth and trail nonprofits.

Join the Wine Half Marathon in Napa Valley on May 9, 2026, a 13.1 mile route through vineyards from Rutherford to Yountville. Founded by four French American wine professionals, the race blends warm hospitality, surprises, and scenic trails..

Run among redwoods and pines at Sanborn Park on May 10, 2026, with 5K, 10K and half marathon options on scenic single track trails. Walkers welcome as you climb to beautiful viewpoints and enjoy a friendly trail race atmosphere.

Hit rugged singletrack at the Napa Wilderness Trail Runs in Skyline Wilderness Park, with 10K, 21K, 30K and 50K options. Expect steep climbs, sweeping valley views, spaced aid stations and a true backcountry trail experience.

Celebrate the 15th anniversary of Run for Amma, a charity trail race at Skyline Ridge Open Space Preserve in Los Gatos supporting UCSF cancer research. Choose 50K, 30K or 10K routes on scenic trails and help fund lifesaving research.

Rimrock 50 Mile Trail Challenge in Napa invites solo runners and two person relay teams to tackle two scenic loops through Skyline Wilderness Park and nearby preserves. Expect staffed aid stations, on site camping, and hearty post race food..

Join Wildcat 2026 on May 16, 2026 in El Sobrante for a road race offering half marathon, 10K, 5K and a remote option. Enjoy sweeping 360 degree views of the Bay Area while supporting the East Bay Regional Parks Campership Program.

Hit the trails at Point Pinole Regional Shoreline on May 30, 2026 for Nitro Trail, a scenic trail running festival offering a half marathon, 10K and 5K. Choose a hiker start for a relaxed pace or join remotely while supporting local parks.

Cinderella Trail Run at Joaquin Miller Park, Oakland on May 30 offers distances from 8K to 50K plus a free kids dash. Run scenic redwood trails, earn a custom finisher medal, and enjoy stocked aid stations and shirts for pre registrants.

Join a community 5K run or walk along the scenic bay trail at Seal Point Park, capped off with a free Wellness Fair featuring local health and wellness vendors. Race registration includes a T shirt and supports mental and community wellness..

Run scenic trails at Lake Chabot on June 7, 2026 in a chip timed half marathon or 5K with ridge top views of Mt Diablo and the Bay. Presented by Castro Valley Sports Foundation as a fundraiser with finisher medals.

Run the Bay Area 100 on June 13 2026 a scenic 100 mile point to point ultramarathon from UC Berkeley to Skyline HS in Oakland. Expect 18,000 feet of climbing across ridgelines, redwood forest and lake shore trails; field limited to 150.

Enjoy coastal redwoods and river crossings in Santa Cruz at the San Lorenzo River Trail Run, with distances from 10K to 50K and a free kids run. Pre registered runners get shirts and all finishers earn custom medals.

Run a scenic loop from Lake Chabot Marina through East Bay Regional Parks with 50K and half marathon options. Enjoy staffed aid stations, race shirt, Skyline socks and a finisher medal on this well supported trail event.

Run the Redwood Summer Trail Run in Oakland on August 15, 2026, with distances from a kids dash to a rugged 50K through scenic Redwood Regional Park. Pre registered runners get a tee and all finishers receive a custom medal.