27 Trails in San Mateo, California

Trail Name Difficulty Length (mi) Rating City
El Corte De Madera Creek Open Space Intermediate difficulty 40.0 **** Woodside
Water Dog Lake Park Intermediate difficulty 20 **** Belmont
Las Trampas Regional Wilderness Intermediate difficulty 20.0 ***** Danville
Anthony Chabot Regional Park Beginner difficulty 19.0 *** Castro Valley
Marin Headlands Intermediate difficulty 19.0 **** Sausalito
Sawyer Camp Trail difficulty 12.0 San Mateo
Old San Pedro Mountain Road / North Peak Easiest difficulty 12.0 *** Half Moon Bay
Joaquin Miller Intermediate difficulty 10.0 **** Oakland
Stevens Canyon Trail Easiest difficulty 10.0 *** Cupertino
Skyline Ridge Intermediate difficulty 10.0 *** Palo Alto
Coyote Hills Regional Park Beginner difficulty 10.0 **** Fremont
Purisma Creek Intermediate difficulty 9.0 **** Woodside
Montara Mountain Advanced difficulty 9 ***** Montara
Redwood Regional Park Beginner difficulty 9.0 *** Castro Valley
Russian Ridge Beginner difficulty 8.0 *** Palo Alto
Arastradero Preserve Beginner difficulty 8.0 *** Palo Alto
Greenbelt Park Beginner difficulty 6.0 **** Hayward
Monte Bello / Rancho San Antonio Intermediate difficulty 6.0 **** Palo Alto
Inner Loop difficulty 6.0 Menlo Park
Coal Creek Open Space Preserve Intermediate difficulty 5.0 **** Portola Valley
Bedwell Bayfront Park difficulty 4.0 Menlo Park
Leona difficulty 4.0 Oakland
East Ave Park difficulty 3.0 Hayward
Laurelwood Park difficulty 3.0 Belmont
Mount Sutro Historic Trail Intermediate difficulty 2.0 **** San Francisco
Eaton park difficulty 1.3 San carlos
Boy Scout (Montara Mountain) Beginner difficulty 1 ***** Pacifica

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