Sunnyvale
Trail Running Calendar near Sunnyvale 2026-2027
Explore the top trail runs near Sunnyvale for 2026-2027! We've gathered 49 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
21st Annual Garin Park XC Challenge at Garin Regional Park is a USATF Pacific Association cross country meet with about 5K courses featuring hills, scenic views, and a half mile flat finish.
Run by the Sea at Wilder Ranch State Park on October 4, 2026 features a half marathon, 12K and 4K on mostly flat coastal bluff trails.
Off road 5K on San Bruno Mountain with about 300 ft elevation gain, starting and finishing at the picnic area and routing via Old Guadalupe Trail and Saddle Loop Trail.
Free in-person demo run at Sports Basement Campbell where runners try three Topo models on a beginner-friendly group route with a raffle afterward.
A trail race at Almaden Quicksilver County Park with distances from 5K to 50K. Courses are out-and-back, marked with colored ribbons, include aid stations and toilets, and the longer races reach Bald Mountain and Mt. Umunhum.
Free group run from Sports Basement Sunnyvale to test Topo shoe models on a beginner friendly route with all paces welcome and a raffle afterward.
Group trail run meeting at Other Brother Beer Aptos in Aptos, CA, with after work routes in Nisene Marks State Park or Seacliff; bring a headlamp and ID for beverages.
Trail races at Almaden Quicksilver County Park offering a half marathon, 10K and kids 1 mile with historic mining views and local conservation support.
Scenic coastal 5K, 10K, half marathon and kids run in Half Moon Bay that raises funds for Senior Coastsiders; every participant receives a pumpkin.
November 2026
Trail races at Huddart Park with multiple distances, cupless aid stations, chip timing, post-race pancake breakfast, and awards for female finishers.
Experience a scenic trail run around the Lake Chabot reservoir and hills. With distances from a 50 yard kids dash to a 50K ultramarathon there is an option for everyone at this Castro Valley event.
A November trail event at Rancho Cañada del Oro offering distances from 5K to 50K, with steep climbs, single track and two main aid stations. Runners should carry water and be aware of exposed terrain and rattlesnakes.
Navigate the redwood forests and meadows of Santa Cruz in this 2 or 4 hour map based adventure scramble. Explore the wilds in teams of up to five while hunting for 20 unique checkpoints.
Thanksgiving Day 5K and canicross fundraiser at San Leandro Marina with races for adults and kids, vegan refreshments, and animal welfare fundraising.
Quarry Turkey in Fremont offers a half marathon, 10K, 5K and a virtual race over Thanksgiving weekend, plus a Little Turkeys kids race and a food drive.