28 official trails lie within 25 miles of Sheboygan — 120 miles in total, 24 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 213 ft; the median trail gains 72 ft.
| Trail | Miles | Climb | Difficulty | From town |
|---|---|---|---|---|
| Kettle Moraine State Forest-Northern Unit Main Horse Trail | 15.4 | 213 ft | Hard | 19 mi |
| Ice Age National Scenic Trail | 23.3 | 74 ft | Moderate | 25 mi |
| Parnell Tower Trail | 3.1 | 189 ft | Moderate | 18 mi |
| Kettle Moraine State Forest-Northern Unit Forest Lake Trail Loop | 3.5 | 80 ft | Easy | 23 mi |
| Lake to Lake Bike Trail | 5.6 | 82 ft | Easy | 25 mi |
| Unnamed trail | 9.8 | 54 ft | Easy | 22 mi |
| Kettle Moraine State Forest-Northern Unit Crooked Lake Trail Loop | 3.1 | 107 ft | Easy | 23 mi |
| Butler Lake Loop | 1.9 | 67 ft | Easy | 21 mi |
| spur trail to Wade House | 1.6 | 140 ft | Easy | 17 mi |
| Tuberculosis Trail (TB) | 1.7 | 59 ft | Easy | 13 mi |
| Yellow Loop | 1.7 | 70 ft | Easy | 13 mi |
| Hawthorne Trail | 1.4 | 49 ft | Easy | 2 mi |
| Kettle Moraine State Forest-Northern Unit Horseriders Camp Access Trail | 1.0 | 72 ft | Easy | 24 mi |
| Blue Loop | 1.1 | 60 ft | Easy | 13 mi |
| Tamarack Circle Trail | 2.2 | 28 ft | Easy | 25 mi |
| Bridle Trail | 1.2 | 47 ft | Easy | 17 mi |
| Black River Trails | 1.3 | 23 ft | Easy | 4 mi |
| Arrowhead Trail | 1.0 | 28 ft | Easy | 2 mi |
| Woodlake Walk | 1.4 | 11 ft | Easy | 3 mi |
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