103 official trails lie within 25 miles of Olean — 317 miles in total, 61 rated easy and 10 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 911 ft; the median trail gains 379 ft.
| Trail | Miles | Climb | Difficulty | From town |
|---|---|---|---|---|
| Finger Lakes Trail | 18.0 | 711 ft | Expert | 17 mi |
| North Country National Scenic Trail | 20.2 | 905 ft | Expert | 19 mi |
| Gas Line | 7.8 | 845 ft | Expert | 14 mi |
| Asp 1 | 8.9 | 852 ft | Expert | 17 mi |
| Equestrian Trail 4 | 7.6 | 798 ft | Hard | 15 mi |
| Beehunter | 5.1 | 788 ft | Hard | 15 mi |
| Snowmobile Trail | 3.5 | 611 ft | Moderate | 21 mi |
| Equestrian Trail 16 | 6.3 | 656 ft | Moderate | 15 mi |
| Bay State Road | 4.4 | 861 ft | Moderate | 19 mi |
| Equestrian Trail 1 | 3.5 | 890 ft | Moderate | 11 mi |
| Snowsnake Run Trail | 4.2 | 640 ft | Moderate | 14 mi |
| Equestrian Trail 6 | 3.7 | 780 ft | Moderate | 13 mi |
| Equestrian Trail 3 | 3.7 | 804 ft | Moderate | 14 mi |
| Tornado Area | 3.1 | 433 ft | Moderate | 20 mi |
| Ridge Run Trail | 4.9 | 518 ft | Moderate | 14 mi |
| Unnamed trail | 3.1 | 868 ft | Moderate | 19 mi |
| Mt Tuscarora/ Firetower | 3.3 | 501 ft | Moderate | 21 mi |
| Equestrian Trail 12 | 3.1 | 638 ft | Moderate | 17 mi |
| Patterson Trail | 3.0 | 746 ft | Moderate | 14 mi |
| Equestrian Trail 18 | 2.5 | 808 ft | Moderate | 18 mi |
| Conservation Trail | 2.7 | 567 ft | Moderate | 16 mi |
| Bear Caves | 2.3 | 619 ft | Moderate | 19 mi |
| Osgood Trail | 2.2 | 668 ft | Moderate | 16 mi |
| Equestrian Trail 17 | 3.4 | 411 ft | Moderate | 17 mi |
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