Trail Running calendar near Downtown San Jose 2025-2026

We have found 62 Trailruns within 80 miles of Downtown San Jose. See below where and when you can find the races.

The Miwok 100K on May 2, 2026 in Stinson Beach CA is a rugged trail ultramarathon about 62 miles with roughly 11,000 feet of climbing. Run through redwoods, ridgelines and coastal cliffs with vistas of the Golden Gate Bridge and Point Reyes..

Run through towering redwoods and rugged coastal trails at the 36th annual Stinson Beach/Muir Woods trail races on May 9, 2026. Choose marathon, half marathon or 7 Mile routes and enjoy waterfalls, ladders and sweeping ocean views.

Run scenic single track and dirt roads around Lake Anza in Tilden Regional Park, Berkeley, with distances from a family friendly kids dash to a tough 50K. Pre registered runners get shirts, all finishers earn custom medals and aid stations..

Join the Race for Open Space on May 9, 2026 in Carmel By The Sea, a scenic trail fundraiser supporting Big Sur Land Trust and access to Monterey County parks. Pick a distance from a fun mile to a rugged 35k plus and enjoy marked 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.

Explore Napa's Skyline Wilderness Park on May 16 with 50K, 30K, half marathon and 10K trail runs through rim rock climbs and panoramic views of Mount Diablo, Mount Tam and Mount Saint Helena. Aid stations and on course support keep you movi..

Celebrate the 15th anniversary of Run for Amma, a charity trail run at Skyline Ridge supporting UCSF cancer research. Choose from challenging 50K and 30K routes or a scenic 10K, and enjoy community support from volunteers and local clubs.

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.

Tackle scenic single track through Joaquin Miller and Redwood parks with distances from 8K to 50K and a kid's dash. Marked routes, steep climbs and stocked aid stations every three to six miles make this a challenging and well supported tra..

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 the Monterey Trail Experience at Toro Park in Salinas on May 31, 2026 through rolling golden hills, oak shaded pastures and smooth trail arroyos. Choose 10K, 21K or marathon distances and enjoy a Spartan weekend of racing and obstacles.

June 2026

Run the 42nd annual Lake Chabot Trail Challenge on June 7, 2026 in Castro Valley, with a scenic hilly half marathon or a 5K featuring ridge line views of Mt Diablo and the Bay. Chip timed races, finisher medals, and on site packet pick up.

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.

UTMB Index
July 2026

On July 11 join the San Lorenzo River Trail Run in Santa Cruz and run through coastal redwoods and scenic river crossings. Distances range from 10K to 50K, pre registered runners get T shirts and all finishers earn a custom medal.

August 2026

Run the historic Skyline 50K or half marathon on scenic looped trails around Lake Chabot Marina. Enjoy aid stations, finisher swag, and classic East Bay singletrack on one of the nation's longest continuous 50 kilometer events.

UTMB Index

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.

September 2026

Choose from 4 miles to 50K on scenic Diablo State Park trails with big views and big climbs. Fully stocked aid stations, cupless event so bring your own bottle, plus a free kids run.

Run the classic Dick Collins Firetrails at Lake Chabot Marina, with 100k, 50 mile and marathon options across scenic Bay Area trails. Challenging yet well supported and UTMB indexed, the 43rd edition returns Sept 26, 2026.