25 official trails lie within 25 miles of Dover — 48 miles in total, 25 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 52 ft; the median trail gains 17 ft.
| Trail | Miles | Climb | Difficulty | Drive from town |
|---|---|---|---|---|
| POW-MIA Walkway | 2.7 | 52 ft | Easy | 7 min · 3 mi |
| 5K Blackbird Loop | 2.1 | 48 ft | Easy | 33 min · 21 mi |
| Red Trail (Blackbird State Forest - Headquarters-Tybout Tract) | 1.8 | 29 ft | Easy | 31 min · 22 mi |
| Pondside Nature Trail | 1.1 | 26 ft | Easy | 25 min · 15 mi |
| Issaacs Branch Trail Phase 2 | 1.2 | 27 ft | Easy | 7 min · 3 mi |
| Browns Branch Nature Trail | 1.4 | 17 ft | Easy | 31 min · 18 mi |
| Issaacs Branch Trail Phase 3 | 1.4 | 16 ft | Easy | 9 min · 4 mi |
| Issac Branch | 1.5 | 26 ft | Easy | 4 min · 1 mi |
| Green Branch Trail | 1.4 | 22 ft | Easy | 21 min · 12 mi |
| Killens Bikeway | 1.9 | 16 ft | Easy | 22 min · 14 mi |
| Middletown Crossing Trail | 1.7 | 12 ft | Easy | 39 min · 28 mi |
| 1 Mile Office Loop | 1.0 | 17 ft | Easy | 33 min · 21 mi |
| Price Memorial Park Greenway | 1.8 | 16 ft | Easy | 39 min · 27 mi |
| Big Oak Park Trail | 1.5 | 15 ft | Easy | 23 min · 10 mi |
| Port Penn | 1.4 | 11 ft | Easy | 45 min · 34 mi |
| St. Jones Reserve | 1.0 | 10 ft | Easy | 19 min · 8 mi |
| Fork Branch | 1.0 | 9 ft | Easy | 8 min · 4 mi |
| Silver Lake Park Elementary Trail | 1.4 | 9 ft | Easy | 37 min · 26 mi |
| Mispillion Riverwalk | 1.0 | 9 ft | Easy | 30 min · 20 mi |
Lakes: POW-MIA Walkway to Howell Pond (historical); Pondside Nature Trail to Killen Pond; Green Branch Trail to Duck Creek Pond; Silver Lake Park Elementary Trail to Silver Lake
Nearby towns: Middletown (22 mi) · Chestertown (30 mi) · Georgetown (33 mi) · Vineland (35 mi)
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