45 official trails lie within 25 miles of Crestview — 460 miles in total, 33 rated easy and 4 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 235 ft; the median trail gains 64 ft.
| Trail | Miles | Climb | Difficulty | Drive from town |
|---|---|---|---|---|
| Jackson Red Ground Trail | 21.8 | 172 ft | Hard | 43 min · 23 mi |
| Blackwater River State Forest Trails | 45.2 | 142 ft | Hard | 45 min · 27 mi |
| Florida National Scenic Trail | 12.7 | 157 ft | Hard | 41 min · 21 mi |
| Timber Lake Trails | 19.7 | 76 ft | Hard | 34 min · 22 mi |
| Us 90 Connector | 20.5 | 189 ft | Moderate | 5 min · 1 mi |
| Yellow River Water Management Area Trail | 5.9 | 166 ft | Moderate | 32 min · 13 mi |
| Longleaf Trail | 8.0 | 140 ft | Moderate | 37 min · 25 mi |
| Eglin Air Force Base To Highway 90 Connector | 5.5 | 185 ft | Easy | 5 min · 1 mi |
| Blackwater Heritage State Trail (Military Heritage Trail) | 8.0 | 83 ft | Easy | 1 h 00 min · 40 mi |
| Yellow River Ravines Trail | 3.9 | 135 ft | Easy | 43 min · 24 mi |
| Shoal River State Paddling Trail | 36.1 | 105 ft | Easy | 15 min · 7 mi |
| Coldwater Creek Trail | 19.4 | 64 ft | Easy | 43 min · 28 mi |
| Blackwater River Trail | 31.0 | 76 ft | Easy | 40 min · 25 mi |
| Bear To Jackson Connector | 2.5 | 109 ft | Easy | 35 min · 21 mi |
| Purple Trail (Blackwater River State Forest) | 2.1 | 98 ft | Easy | 55 min · 31 mi |
| Bear Lake Loop | 3.6 | 30 ft | Easy | 36 min · 21 mi |
| Yellow River State Trail | 62.1 | 48 ft | Easy | 35 min · 19 mi |
| State Road 87 Trail | 2.0 | 75 ft | Easy | 43 min · 32 mi |
| Jackson's Trail | 1.4 | 61 ft | Easy | 33 min · 19 mi |
| Sweetwater Trail | 1.3 | 52 ft | Easy | 38 min · 23 mi |
| Karick Lake Loop Trail | 1.4 | 51 ft | Easy | 34 min · 19 mi |
| Bone Creek Loop Trail | 1.3 | 32 ft | Easy | 27 min · 14 mi |
| Juniper Creek Trail | 6.0 | 15 ft | Easy | 43 min · 23 mi |
| Fred Gannon Rocky Bayou State Park Trail | 1.7 | 47 ft | Easy | 40 min · 24 mi |
Lakes: Jackson Red Ground Trail to Karick Lake; Timber Lake Trails to Timber Lake; Eglin Air Force Base To Highway 90 Connector to Dugan Pond; Shoal River State Paddling Trail to Andrews Lake
Nearby towns: Fort Walton Beach (22 mi) · Freeport (32 mi) · Pensacola (42 mi) · Panama City (67 mi)
All Florida trail guides · Hiking by city · Dispersed camping rules