27 Trails in San Mateo, California

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

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