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Trail Running Calendar near Milpitas 2026-2027

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Explore the top trail runs near Milpitas for 2026-2027! We've gathered 46 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2027
Aug
1
Su

Skyline 50k Endurance Run

Trail Run UTMB 20K/50K 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
15
Su

Race Thru the Redwoods

Trail Run 10 km
A community running event in Felton, California with a 10K through Henry Cowell Redwoods and a one mile kids race plus a pancake breakfast.
September 2027
Sep
4
Sa

Almaden Hills Trail Run - Summer

Trail Run 5 km 10 km ... Marathon 50 km
Trail races at Almaden Quicksilver Park offering distances from 5K to 50K on hilly dirt and single track with staffed aid stations and finisher medals.
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.
Sep
25-26
Sa - Su

Dick Collins Firetrails

Trail Run UTMB 50K/100K
November 2027
Nov
13
Sa

Rancho Hills Trail Run - Fall

Trail Run 5 km 10 km ... Marathon 50 km
Trail races at Rancho Cañada del Oro on November 13, 2027, offering 5K to 50K over very hilly single track with aid stations and limited parking.
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