27 Trails in San Mateo, California

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

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