Maryland, United States
Hiking trails near Winchester
4 quality-checked hiking routes are currently mapped within 40 km of Winchester, Maryland, United States. Together their route lines cover 1.5k km. The average route is 378 km with 3,638 m (11,936 ft) of recorded ascent.
- 4
- Trails
- 40 km
- Search radius
- 0
- Easy routes
- 33.7 km
- Closest
The directory difficulty mix is 0 easy (0%), 0 moderate (0%) and 4 hard or expert (100%). No routes in this set are currently classified as loops. Difficulty is calculated from available distance and elevation data; it is not a statement about technical terrain or current conditions.
The most frequent route tags are mountain (4). The highest recorded point in this set is 1,040 m (3,412 ft). The place-level planning field lists varies by region as the preferred season; check each route and official notices for live access and weather. ADT - Maryland - Seg 4, Tuscarora Trail, Great Eastern Trail - Tuscarora Trail currently lead this page’s directory ranking, which uses route completeness and computed route scores rather than editorial field testing.
Choose by the details
How do these routes differ?
A closer look at the first 4 routes in this page’s default ordering. These comparisons describe this sample, not the entire destination or a field-tested recommendation.
Shortest mapped distance in this sample
194 km
Great Eastern Trail - Tuscarora TrailCompare the climbing too; shortest does not necessarily mean easiest.
Lowest recorded ascent in this sample
193 m
ADT - Maryland - Seg 44 of 4 have ascent data. Missing measurements are excluded.
Return logistics
0 recorded loops
Check start and finish for every option. An unknown shape does not mean a loop, and a loop does not establish access to its start.
Plan the return journey →| Route | Distance | Ascent | Moving time | Shape |
|---|---|---|---|---|
| ADT - Maryland - Seg 4 | 268 km | 193 m | 63 hr | Point to point |
| Tuscarora Trail | 381 km | 5,199 m | 98 hr | Point to point |
| Great Eastern Trail - Tuscarora Trail | 194 km | 2,862 m | 50 hr | Point to point |
| Tuscalachian Loop | 669 km | 6,296 m | 168 hr | Point to point |
Distances follow stored route lines; ascent and time are estimates. Current access, surface and technical difficulty need separate checks. How to turn a comparison into a shortlist.
Other places nearby
Frequently asked questions
Plan with more confidence
All planning articles →Choosing a route
How to choose a hike beyond the difficulty label
Compare distance, climbing, route shape and missing information to build a shortlist that fits your day.
Read article →Understanding the map
Read an elevation profile without misreading the climb
Understand total ascent, net height change, profile scale and the section breakdown on each mapped route.
Read article →Planning your day
Build a hiking time plan with room for your own pace
Separate moving time, climbing allowance and stops, then explore how changing your assumptions changes the plan.
Read article →