Trailstompers Guide to SF Bay Area Trail Running
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The South Bay.

From Cupertino south to Santa Cruz and Morgan Hill, the South Bay boasts an amazing assortment of parks and open spaces. Hundreds of miles of trails, perfect for a weekend adventure and just minutes away from Silicon Valley. Click on the links below or use the interactive map to explore the parks and open spaces. Scroll down for a full listing of all of the Favorite Runs, rated by difficulty. For more information on how to work with GPX files, refer to the FAQ page.
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Park or Open Space

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Multi-Park Run

Explore the Parks & Open Spaces in the South Bay:
  • Rancho San Antonio County Park and Open Space Preserve (Cupertino)
  • Hidden Villa (Los Altos Hills)
  • South Skyline Region:  Russian Ridge OSP / Skyline Ridge OSP / Long Ridge OSP / Monte Bello OSP / Upper Stevens Creek County Park  (Cupertino/Saratoga) 🐾
  • Fremont Older Open Space Preserve (Cupertino/Saratoga) 🐾
  • Parker Ranch Trails (Saratoga) 🐾
  • Sanborn County Park (Saratoga) 🐾
  • Castle Rock State Park (Saratoga)
  • Big Basin Redwoods State Park (Boulder Creek)
  • Sierra Azul OSP and Lexington Reservoir County Park (Los Gatos) 🐾
  • El Sereno Open Space Preserve (Los Gatos) 🐾
  • Bear Creek Redwoods Open Space Preserve (Los Gatos)
  • Almaden Quicksilver County Park (San Jose) 🐾
  • Santa Teresa County Park (San Jose) 🐾
  • Calero County Park & Reservoir (San Jose) 🐾
  • Uvas Canyon County Park (San Jose) 🐾
  • Alum Rock Park & Sierra Vista Open Space Preserve (San Jose)
  • Joseph D. Grant County Park (San Jose) 🐾
  • Henry W. Coe State Park (Morgan Hill)
  • Mount Madonna County Park (Gilroy) 🐾
​
  🐾  Parks with dog-friendly trails!

All of the Favorite Runs in the South Bay rated by difficulty.

Easiest:
  • (2.9 miles, 300 feet) Intro Loop in Rancho San Antonio County Park & Open Space Preserve (Cupertino)
  • (3.7 miles, 750 feet) Hostel & Creek Loop in Hidden Villa (Los Altos Hills)
  • (2.1 miles, 500 feet) Long Bunny Loop in Hidden Villa (Los Altos Hills)
  • (4.1 miles, 1300 feet) San Andreas/Sanborn Loop in Sanborn County Park (Saratoga) 🐾
  • (4.8 miles, 1000 feet) Gap/Ridge Small Loop in Castle Rock State Park (Saratoga)
  • (4.8 miles, 1100 feet) Limekiln/Priest Rock Loop in Sierra Azul Open Space Preserve (Los Gatos) 🐾
  • (3.8 miles, 700 feet) Coyote Peak Loop in Santa Teresa County Park (San Jose) 🐾
  • (4.0 miles, 900 feet) Tie Camp Loop in Mount Madonna County Park (Gilroy) 🐾

Moderate:
  • (7.6 miles, 1000 feet) "Morning" Loop in Rancho San Antonio County Park & Open Space Preserve (Cupertino)
  • (9.9 miles, 1600 feet) Table Mtn/Grizzly Flat Loop in South Skyline Region (Cupertino/Saratoga)
  • (8.8 miles, 1200 feet) Coyote/Toyon/7-Springs Loop in Fremont Older OSP (Cupertino/Saratoga) 🐾
  • (6.7 miles, 1000 feet) Tony Look / Ridge Loop in Fremont Older OSP (Cupertino/Saratoga) 🐾
  • (6.5 miles, 1000 feet) Parker/Toyon Figure-8 in Parker Ranch Trails (Saratoga) 🐾
  • (5.7 miles, 1000 feet) Ocean View Summit Loop in Big Basin Redwoods State Park (Boulder Creek)
  • (7.8 miles, 1200 feet) Mt Umunhum Summit (short version) in Sierra Azul OSP (Los Gatos)
  • (8.9 miles, 1700 feet) El Sereno Climb in El Sereno Open Space Preserve (Los Gatos) 🐾
  • (6.0 miles, 1200 feet) "Bull Run" Climb in Almaden Quicksilver County Park (San Jose) 🐾
  • (6.2 miles, 1000 feet) "Bat Box" Figure-8 in Calero County Park (San Jose) 🐾
  • (6.6 miles, 1600 feet) Grand Tour Loop in Uvas Canyon County Park (San Jose) 🐾
  • (4.0 miles, 1600 feet) Knibbs Knob Climb in Uvas Canyon County Park (San Jose) 🐾
  • (7.1 miles, 1000 feet) Mineral Springs Loop in Alum Rock Park & Sierra Vista OSP (San Jose)
  • (6.1 miles, 1500 feet) White Deer Loop in Mount Madonna County Park (Gilroy) 🐾

Moderate-Hard:
  • (8.4 miles, 1700 feet) Power Poles in Rancho San Antonio County Park & OSP (Cupertino)
  • (13.3 miles, 2200 feet) Quarry Trail Figure-8 in Rancho San Antonio County Park & OSP (Cupertino)
  • (8.1 miles, 2000 feet) Sunnyvale Mountain Climb in Sanborn County Park (Saratoga) 🐾
  • (8.6 miles, 1800 feet) John Nicholas Loop in Sanborn County Park (Saratoga) 🐾
  • (13.0 miles, 2300 feet) Gap/Ridge Large Loop in Castle Rock State Park (Saratoga)
  • (10.0 miles, 1900 feet) Berry Creek Falls Loop in Big Basin Redwoods State Park (Boulder Creek)
  • (12.0 miles, 2800 feet) Mt. El Sombroso Figure-8 in Sierra Azul Open Space Preserve (Los Gatos) 🐾
  • (10.8 miles, 1900 feet) Randol/Mine Hill Loop in Almaden Quicksilver County Park (San Jose) 🐾
  • (12.7 miles, 2100 feet) Big New Almaden Loop in Almaden Quicksilver County Park (San Jose) 🐾
  • (10.2 miles, 1700 feet) Big Loop in Santa Teresa County Park (San Jose) 🐾
  • (13.1/15.1 miles, 2500/2900 feet) Bald Peaks Big Loop in Calero County Park (San Jose)
  • (10.6 miles, 3200 feet) The Combination Run in Uvas Canyon County Park (San Jose) 🐾
  • (13.9 miles, 2600 feet) Bull Dozier Loop in Alum Rock Park & Sierra Vista OSP (San Jose)
  • (11.1 miles, 2200 feet) Middle Ridge/Poverty Flat Loop in Henry W. Coe State Park (Morgan Hill)
  • (12.9 miles, 2600 feet) Wilson Camp Loop in Henry W. Coe State Park (Morgan Hill)
  • (12.4 miles, 2200 feet) Grizzly Gulch Loop in Henry W. Coe State Park (Morgan Hill)
  • (10.2 miles, 2400 feet) Double-Loop in Mount Madonna County Park (Gilroy) 🐾

Hard:
  • (18.7 miles, 2800 feet) Skyline Big Loop in South Skyline Region (Cupertino/Saratoga)
  • (19.2 miles, 3100 feet) Watermap Gap Super Loop in Castle Rock State Park (Saratoga)
  • (14.6 miles, 2800 feet) Long Ridge to Portola Redwoods and back (Saratoga)
  • (24.0 miles, 3000 feet) Skyline-to-the-Sea (Almost) via Butano Ridge (Saratoga)
  • (24.7 miles, 2600 feet) Skyline-to-the-Sea in Castle Rock and Big Basin Redwoods State Parks (Saratoga)
  • (21.5 miles, 3800 feet) Coast to HQ Big Loop in Big Basin Redwoods State Park (Davenport)​
  • (16.2 miles, 3200 feet) Chalk Mountain in Big Basin Redwoods State Park (Davenport)​
  • (16.4 miles, 3000 feet) Mt Umunhum Summit (long version) in Sierra Azul OSP (Los Gatos)
  • (16.6 miles, 3700 feet) Quicksilver to Lexington Reservoir in Almaden Quicksilver and Sierra Azul (San Jose)
  • (18.1 miles, 3500 feet) China Hole Huge Loop in Henry W. Coe State Park (Morgan Hill)​​

​​🐾  Dog-friendly routes!

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