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Trail Running Calendar near Oakland 2026-2027

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Explore the top trail runs near Oakland for 2026-2027! We've gathered 63 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2027
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.
Aug
21
Sa

Double Dipsea

Trail Run 14 mi
A 13.7 mile out and back on the Dipsea Trail from Stinson Beach to Mill Valley with handicapped starts and annually adjusted wave assignments.
September 2027
Sep
11
Sa

Beer City Half Bishop Ranch

Road Race Trail Run 5 km 10 km 13 mi
A multi race festival at Bishop Ranch on September 11, 2027 with distances from 0.5 miles to a half marathon plus beer tasting and an afternoon Shindig.
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