50 official trails lie within 25 miles of Greencastle — 137 miles in total, 45 rated easy and 2 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 214 ft; the median trail gains 81 ft.
| Trail | Miles | Climb | Difficulty | Drive from town |
|---|---|---|---|---|
| Bridle Loop/Mountain Bike Trail | 9.9 | 214 ft | Expert | 57 min · 27 mi |
| DePauw University Nature Park Trails | 9.3 | 105 ft | Hard | 9 min · 2 mi |
| Mccloud Nature Park Trails | 6.2 | 93 ft | Moderate | 50 min · 26 mi |
| Perimeter Trail | 10.7 | 66 ft | Moderate | 40 min · 25 mi |
| Washington Township Park Trails | 5.8 | 50 ft | Moderate | 48 min · 30 mi |
| People Pathways - Downtown/University Paths | 3.3 | 87 ft | Easy | 5 min · 2 mi |
| Danville Trails | 3.6 | 41 ft | Easy | 42 min · 25 mi |
| People Pathways - County Hospital Loop | 3.0 | 160 ft | Easy | 5 min · 1 mi |
| Pine Hills Nature Preserve | 1.3 | 162 ft | Easy | 54 min · 31 mi |
| Vandalia Rail-Trail | 4.4 | 67 ft | Easy | 38 min · 24 mi |
| People Pathways - Jaycee Park Loop | 3.6 | 93 ft | Easy | 4 min · 1 mi |
| Welch Woods Trail | 1.3 | 208 ft | Easy | 35 min · 18 mi |
| Pleasant Grove Trail - Orange | 1.6 | 152 ft | Easy | 57 min · 27 mi |
| Burkhart Creek Park Trails | 2.3 | 71 ft | Easy | 1 h 00 min · 37 mi |
| Rockville Lake Park Nature Trails | 1.5 | 51 ft | Easy | 57 min · 31 mi |
| Vandalia Trail - Hendricks Co. | 4.0 | 81 ft | Easy | 34 min · 16 mi |
| People Pathways - Shadowlawn Path | 2.4 | 86 ft | Easy | 3 min · 1 mi |
| Tall Timbers Trail | 1.5 | 121 ft | Easy | 44 min · 19 mi |
| Poplar Top Trail | 1.2 | 207 ft | Easy | 56 min · 34 mi |
| Twin Bridges Recreation Area Trails | 2.0 | 53 ft | Easy | 41 min · 24 mi |
| People Pathways - Albin Pond Trail | 2.1 | 92 ft | Easy | 6 min · 2 mi |
| Vandalia Trail - Putnam County | 4.4 | 62 ft | Easy | 27 min · 15 mi |
| Back Pack Trail | 2.0 | 68 ft | Easy | 1 h 06 min · 34 mi |
| Two Falls Trail | 1.3 | 115 ft | Easy | 35 min · 18 mi |
Summits: Pleasant Grove Trail - Orange to Cooksey Hill
Lakes: People Pathways - Albin Pond Trail to Albin Pond; People Pathways - Campus Link Trail to Quarry Pond
Nearby towns: Crawfordsville (28 mi) · Terre Haute (31 mi) · Lebanon (34 mi) · Bloomington (37 mi)
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