Trail Running calendar near Healdsburg 2025-2026

We have found 52 Trailruns within 80 miles of Healdsburg. See below where and when you can find the races.

Tackle scenic rolling trails around Lake Chabot with distances from 8K to 50K and a free kids dash. Well marked loops, stocked aid stations and a cupless policy make this a rewarding challenge for trail runners of all levels.

Run scenic, technical trails on Mt Tam with sweeping coastal views and big climbs, then celebrate with food and drinks on Stinson Beach. Four distances from 10K to 50K welcome every level of trail runner.

The Golden Gate Trail Classic will take place in San Francisco from Saturday 22 November 2025 to Sunday 23 November 2025. You can run between 15 and 50 miles.

Celebrate Thanksgiving at the Moraga Turkey Trot, a friendly 5K or 1.5 mile run or walk on the Moraga Country Club cart path. Advance registration is required, proceeds benefit the food bank and participants get a tee, bib and prize chances..

Quad Dipsea in Mill Valley is a brutal but beautiful 28.4 mile trail challenge with about 9,000 feet of climbing on the legendary Dipsea Trail. Stairs, steep single track and ocean views make the out and back to Stinson Beach an unforgettab..

UTMB Index
December 2025

Run Krampus Cross Country in San Francisco live on Dec 7 or virtually Dec 5 to 8 with 5K 10K and the Naughty Nine Miler. All entrants get a wooden woodallion a Krampus tee and a beer sampler stein plus a brewfest on Dec 5.

Run scenic Marin trails at China Camp State Park with 30K (19.5 miles), Half Marathon (13.1 miles) or 10K. Expect technical dirt trails, a small field vibe, and a cupless format so bring your own bottle.

Run the iconic Hunter S. Thompson Fear & Loathing in San Francisco on December 7, a free grassroots single loop that winds past city landmarks and finishes at Twin Peaks. Choose 50 mile or 50K distances and help support Shoes For Runners.

Run a scenic, challenging loop around Angel Island with sweeping views of the Golden Gate, Alcatraz and San Francisco. Choose the half marathon or 10K and ride the chartered ferry to this intimate 400 runner event.

Ring out the year with Almost New Year's Eve at scenic Lake Chabot in Castro Valley on 12/27/25. Trail routes for runners, walkers and hikers include 5K, 10K and half marathon distances with free post race photos.

January 2026

Start the year on scenic Lake Chabot trails with Brazen New Year's Day, offering half marathon, 10K, 5K and virtual options with timed results and free photos. Celebrate challenging trail miles and earn a commemorative medal.

Take on scenic, technical trails and big climbs at the Pacifica Foothills Trail Run on January 24, 2026 in San Pedro Valley County Park. Choose 30K, half marathon, or 10K for a rugged day of twisty single track and coastal foothill views.

Join the 48th Jed Smith Ultra Classic in Sacramento on January 31 for scenic looped courses along the American River Parkway from half marathon to 50 mile. Boston qualifying course with long sleeve shirts and wooden medals.

February 2026

Run scenic coastal trails in the Marin Headlands at the Golden Gate Trail Run in Sausalito offering distances from 8K to 50K plus a kids dash. Expect rugged views, stocked aid stations and finisher medals for all.

Bay Breeze invites runners to a scenic, mostly flat bayside course at San Leandro Marina Park on February 14, 2026, with a half marathon, 10K and 5K. Expect chip timing, finisher medals and shirts, stocked aid stations and free race photos.

On February 21, 2026, take on scenic singletrack and fire road loops at Lake Chabot with distances from 5K to 50K for runners of all abilities. Well stocked aid stations and professional timing make this a welcoming, small field trail chall..

Montara Mountain Trail Run in Pacifica offers distances from 10K to 50K plus a free kids dash at San Pedro Valley Park. Rugged single track, coastal views, finisher medals for all and preregistered shirts.

March 2026

Experience panoramic Bay views on the hilly trails of Angel Island with 5, 10, and 15 mile options and a free kids dash. Finishers earn custom medals and pre registered runners receive shirts; a charter ferry from Tiburon is required.

Tackle scenic trails at China Camp State Park in March 2026 with in person or virtual 5K, 10K, and a challenging half marathon. All entrants receive a beer sampler stein, event shirt, and handcrafted woodallion.

Experience the Marin Ultra Challenge on March 14, 2026, a scenic trail run from Rodeo Beach through Mt Tam and Muir Woods with 50 mile and 50K options. Expect rugged single track, redwood canopy and coastal views for a bold trail challenge.