439 official trails lie within 25 miles of Oakland — 838 miles in total, 297 rated easy and 21 hard or expert. Every distance and elevation figure below is computed from the agency centerline and a 10 m elevation model, not crowd-sourced.
The biggest climb nearby gains 2,065 ft; the median trail gains 370 ft.
| Trail | Miles | Climb | Difficulty | From town |
|---|---|---|---|---|
| Briones-Mt Diablo Regional Trl | 12.6 | 2,065 ft | Expert | 22 mi |
| Black Hills Trail | 5.8 | 1,316 ft | Hard | 25 mi |
| Ramage Trail | 5.7 | 804 ft | Hard | 9 mi |
| Matt Davis Trl | 4.5 | 1,400 ft | Hard | 23 mi |
| Oursan Trail | 9.5 | 429 ft | Hard | 11 mi |
| Skyline Watershed Ridge Trail | 6.0 | 1,188 ft | Hard | 20 mi |
| Purisima Creek Trail | 4.2 | 1,560 ft | Hard | 24 mi |
| Sunol Ridge Trail | 3.9 | 1,535 ft | Hard | 22 mi |
| Ridgeline Trail | 5.7 | 906 ft | Hard | 21 mi |
| Eagle Peak Trl | 2.9 | 1,610 ft | Hard | 18 mi |
| Kent Tr | 3.8 | 1,364 ft | Hard | 24 mi |
| Crystal Springs Trail | 4.0 | 1,274 ft | Hard | 24 mi |
| High Ridge Loop Trail | 5.1 | 1,038 ft | Hard | 15 mi |
| Richards Road Trail | 3.1 | 1,484 ft | Moderate | 24 mi |
| Bear Gulch Trail | 2.9 | 1,477 ft | Moderate | 24 mi |
| Chabot to Garin Regional Trail | 5.1 | 926 ft | Hard | 12 mi |
| Bay Valley View Trail | 3.3 | 1,055 ft | Hard | 20 mi |
| Harkins Ridge Trail | 3.0 | 1,324 ft | Moderate | 24 mi |
| Rocky Ridge Loop Trail | 2.9 | 907 ft | Moderate | 9 mi |
| Back Creek Trl | 2.0 | 1,616 ft | Moderate | 18 mi |
| Oyster Point Trl | 3.9 | 850 ft | Moderate | 20 mi |
| Thermalito Trail | 3.5 | 1,058 ft | Moderate | 20 mi |
| Old San Pedro Mountain Road | 5.4 | 853 ft | Moderate | 20 mi |
| Chabot to Garin Trail | 3.8 | 758 ft | Moderate | 10 mi |
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