32 official trails lie within 25 miles of Oakland — 72 miles in total, 31 rated easy and 0 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 76 ft; the median trail gains 31 ft.
| Trail | Miles | Climb | Difficulty | Drive from town |
|---|---|---|---|---|
| Tour de Wolf | 6.0 | 56 ft | Moderate | 32 min · 21 mi |
| Wolf River Trail | 7.9 | 17 ft | Easy | 36 min · 23 mi |
| Yellow | 1.5 | 76 ft | Easy | 23 min · 15 mi |
| Wolf River Trail Yellow | 6.0 | 31 ft | Easy | 37 min · 25 mi |
| Gray's Creek Trail | 2.4 | 28 ft | Easy | 33 min · 21 mi |
| Holiday Loop | 1.6 | 53 ft | Easy | 26 min · 12 mi |
| Chickasaw Trail | 2.3 | 48 ft | Easy | 33 min · 22 mi |
| White Trail - West | 1.6 | 44 ft | Easy | 32 min · 20 mi |
| Yellow Trail (Nesbit Park) | 2.1 | 36 ft | Easy | 32 min · 20 mi |
| White Trail - East | 1.8 | 41 ft | Easy | 32 min · 20 mi |
| Homestead Loop | 1.3 | 32 ft | Easy | 22 min · 11 mi |
| Green Trail (Herb Parsons Lake State Fishing Area) | 3.9 | 21 ft | Easy | 22 min · 11 mi |
| Germantown Houston Levee Trail | 1.9 | 42 ft | Easy | 32 min · 20 mi |
| BlueTrail | 1.3 | 41 ft | Easy | 32 min · 20 mi |
| Wolf River Greenway | 1.7 | 31 ft | Easy | 36 min · 23 mi |
| Germantown Wolf River Greenway Trail | 2.0 | 20 ft | Easy | 33 min · 21 mi |
| Wino | 1.3 | 44 ft | Easy | 32 min · 20 mi |
| Wolf River Greenway - Kennedy Park Section | 1.4 | 33 ft | Easy | 36 min · 23 mi |
| Shelby Farms Park North Connector Trail | 1.5 | 28 ft | Easy | 30 min · 20 mi |
| Wolf River Trail Blue | 2.2 | 17 ft | Easy | 37 min · 25 mi |
| Wolf River Bridge Shelby Farms Park Connector | 1.2 | 34 ft | Easy | 34 min · 22 mi |
| Outhouse | 1.1 | 34 ft | Easy | 32 min · 20 mi |
| Noconnah Greenbelt | 1.1 | 23 ft | Easy | 32 min · 25 mi |
| Patriot Lake Trail | 1.7 | 17 ft | Easy | 34 min · 22 mi |
Lakes: Tour de Wolf to Penal Farm Lake Number One; Holiday Loop to Pine Lake; Chickasaw Trail to Penal Farm Lake Number Three; Green Trail (Herb Parsons Lake State Fishing Area) to Herb Parsons Lake
Nearby towns: Covington (24 mi) · Memphis (26 mi) · Bolivar (30 mi) · Jackson (49 mi)
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