67 Trails in San Jose, California

Trail Name Difficulty Length (mi) Rating City
Woods Trail (Sierra Azul Open Space) Advanced difficulty 6.0 **** Los Gatos
Wilder Ranch State Park Beginner difficulty 34.0 **** Santa Cruz
Upper Stevens Creek County Park Easiest difficulty 11.0 ***** Santa Cruz
UCSC Intermediate difficulty 5.0 ***** Santa Cruz
U-Conn trail (Pogonip Open Space) Intermediate difficulty 2.0 **** Santa Cruz
Stevens Creek County Park difficulty 6.0 Cupertino
Stevens Canyon Trail Easiest difficulty 10.0 *** Cupertino
St. Joseph's Hill Beginner difficulty 6.0 *** Los Gatos
Skyline Ridge Intermediate difficulty 10.0 *** Palo Alto
Sierra Azul Open Space Intermediate difficulty 8.0 *** Los Gatos
Saratoga Gap Intermediate difficulty 10.0 **** Saratoga
Santa Teresa Park Intermediate difficulty 6.0 **** San Jose
Russian Ridge Beginner difficulty 8.0 *** Palo Alto
Rocky Ridge Trail (Santa Teresa Park) Advanced difficulty 6.0 **** San Jose
Rancho Canada Del Oro difficulty 10.0 Morgan Hill
Quicksilver Beginner difficulty 5.0 **** Los Gatos
Pogonip Open Space Intermediate difficulty 5.0 **** Santa Cruz
Pleasanton Ridge Regional Park Intermediate difficulty 20.0 **** Sunol/Pleasanton
Penitencia Creek difficulty 4.0 San Jose
Pachecho Falls Advanced difficulty 25.0 ***** Gilroy
Old Growth Intermediate difficulty 5.0 **** Aptos
Ohlone to Rocky Ridge and Stiles Ranch loop (Santa Teresa Park) Advanced difficulty 10.0 **** San Jose
Mt. Umunhum (Sierra Azul Open Space) difficulty 4.0 Los Gatos
Montgomery Hill difficulty 2.0 *** San Jose
Monte Bello / Rancho San Antonio Intermediate difficulty 6.0 **** Palo Alto
Mission Peak Beginner difficulty 8.0 ** Fremont
Marilyn Murphy Kane Trail difficulty 3.0 Pleasanton
Mailboxes Advanced difficulty 5.0 **** Santa Cruz
Los Gatos Creek Trail Intermediate difficulty 8.0 ***** San Jose
Lake Del Valle Intermediate difficulty 20.0 **** Livermore
Joseph D. Grant County Park Intermediate difficulty 6.0 **** San Jose
John Nicholas Easiest difficulty 10.0 *** Los Gatos
Inner Loop difficulty 6.0 Menlo Park
Highway 87 Trail Easiest difficulty 6.0 **** San Jose
Hidden Springs Trail (Santa Teresa Park) Advanced difficulty 4.0 *** San Jose
Henry W. Coe State Park Intermediate difficulty 9.0 **** Morgan Hill
Henry Cowell Redwoods Intermediate difficulty 10.0 *** Santa Cruz
Harvey Bear Trail Beginner difficulty 10.0 *** San Martin
Greenbelt Park Beginner difficulty 6.0 **** Hayward
Grass Peak Trail (Almaden Quicksilver County Park) Easiest difficulty 0.0379 **** San Jose
Gazos Creek / Middle Ridge difficulty 12.0 *** Saratoga
Garin / Dry Creek Regional Parks difficulty 20.0 Hayward
Fremont Older Intermediate difficulty 4.0 **** Cupertino
Forest Of Nisene Marks and Soquel Demonstration Forest Advanced difficulty 20.0 ***** Santa Cruz
Five Canyons Open Space difficulty 30.0 Hayward
Emma McCrary Trail (Pogonip Open Space) difficulty 2 **** Santa Cruz
Ed Levin County Park difficulty 19.0 Milpitas
East Ave Park difficulty 3.0 Hayward
De Laveaga Advanced difficulty 10.0 ***** Santa Cruz
Coyote Lake / Harvey Bear Ranch County Park Easiest difficulty 35.0 **** San Martin

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