27 Trails in San Mateo, California

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