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Trail Running Calendar near Half Moon Bay 2026-2027

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Explore the top trail runs near Half Moon Bay for 2026-2027! We've gathered 48 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

April 2027
Apr
24
Sa

No Foolin' Foot Race

Trail Run 5 km 10 km 15 km
No Foolin' Foot Race in San Carlos on April 24, 2027 offers 15K, 10K, 5K and a 1K kids trail course across Big Canyon, Eaton and Pulgas Ridge, with proceeds supporting local open space trail maintenance.
May 2027
May
8
Sa

Grizzly Peak Trail Run

Trail Run 2 mi 10 km ... 26 mi 50 km
Trail races from 50 yards to 50K around Lake Anza in Tilden Regional Park, Berkeley on May 8, 2027, with courses measured by a Rolatape wheel.
May
9
Su

Trailquake

Trail Run 3 mi 7 mi 13 mi
Trailquake in Saratoga on Mother's Day offers 5K, 10K, a half marathon and a hiker division on redwood and pine forest trails. Finishers receive custom medals and shirt options.
June 2027
Jun
5
Sa

Cinderella Trail Run

Trail Run 8 km 13 mi ... 26 mi 50 km
Trail races from 50 yards to 50K through redwood forests in Joaquin Miller and Redwood Regional parks, finishing on the technical Cinderella trail.
Jun
6
Su

Lake Chabot Trail Challenge

Road Race Trail Run 3 mi 13 mi
Jun
12-13
Sa - Su

Bay Area 100

Trail Run UTMB 100M 100 mi
A 100 mile point to point ultramarathon through the East Bay starting at California Memorial Stadium, featuring 18,000 feet of climbing and a 33 hour finish limit.
August 2027
Aug
1
Su

Skyline 50k Endurance Run

Trail Run Half Marathon 50 km
An annual August trail event at Lake Chabot Marina featuring a 50K loop through East Bay parks and a looped half marathon with strong volunteer aid and a plant based finish.
Aug
14
Sa

Redwood (Summer) Trail Run

Trail Run 2 mi 5 mi ... 26 mi 50 km
Trail races at Redwood Regional Park near Chabot Space & Science Center offering distances from a 50 yards kids dash to 50K with measured course distances.
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