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Moderate Hiking Trails near Leesburg

The directory currently contains 24 quality-checked routes matching this guide near Leesburg. Their average mapped distance is 5.1 km and average recorded ascent is 129 m (423 ft); the longest route in the set is 13.8 km.

This subset represents 39% of the 62 quality-checked routes near Leesburg. Its average distance is 5.1 km, compared with 4.3 km across the full local set. Average recorded ascent is 129 m (423 ft), versus 77 m (253 ft) for all quality-checked routes in the same area.

Every route in this set is rated moderate by the directory’s distance-and-elevation model. Technical terrain and live conditions are not part of that rating. Within this set, 0 routes (0%) are rated easy, 0 (0%) are rated hard or expert, and 6 (25%) are recorded as loops. Ratings are computed from available distance and elevation data and do not establish current terrain or access.

Data refreshed September 2026

Choose by the details

How do these routes differ?

A closer look at the first 6 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

1.1 km

Overlook Cliff Trail

Compare the climbing too; shortest does not necessarily mean easiest.

Lowest recorded ascent in this sample

36 m

Overlook Cliff Trail

6 of 6 have ascent data. Missing measurements are excluded.

Return logistics

1 recorded loop

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 →

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.

Trails

NPS Photo / Samantha Zurbuch
Moderate

Maryland · United States

Distance
1.1 km
/ 0.7 mi
Elevation gain
36 m
Typical duration
17 min
  • Coastal
  • Panoramic viewpoint
  • Waymarked route
Roadway entrance to Sugarloaf Mountain Reservation, Urbana, Maryland, USA
Moderate

Maryland · United States

Distance
5.2 km
/ 3.2 mi
Elevation gain
210 m
Typical duration
1 hr 23 min
  • Mountain
  • Waymarked route
Moderate

Maryland · United States

Distance
10.7 km
/ 6.6 mi
Elevation gain
179 m
Typical duration
2 hr 30 min
  • Mountain
  • Waymarked route
Moderate

Maryland · United States

Distance
3.6 km
/ 2.2 mi
Elevation gain
162 m
Typical duration
59 min
  • Castle and ruins
  • Waymarked route
Moderate

Maryland · United States

Distance
13.8 km
/ 8.6 mi
Elevation gain
218 m
Typical duration
3 hr 13 min
  • River
  • Waymarked route
Moderate

Maryland · United States

Distance
4.7 km
/ 2.9 mi
Elevation gain
217 m
Typical duration
1 hr 19 min
  • Waymarked route
Moderate

Maryland · United States

Distance
1.5 km
/ 0.9 mi
Elevation gain
188 m
Typical duration
36 min
  • Waymarked route
Moderate

Maryland · United States

Distance
8.5 km
/ 5.3 mi
Elevation gain
349 m
Typical duration
2 hr 18 min
  • Waymarked route
Moderate

Maryland · United States

Distance
0.4 km
/ 0.3 mi
Typical duration
6 min
  • Waymarked route
Moderate

Maryland · United States

Distance
10.5 km
/ 6.5 mi
Elevation gain
220 m
Typical duration
2 hr 31 min
  • Waymarked route
Moderate

Maryland · United States

Distance
0.6 km
/ 0.4 mi
Elevation gain
80 m
Typical duration
14 min
  • Waymarked route
Moderate

Maryland · United States

Distance
0.5 km
/ 0.3 mi
Typical duration
6 min
  • Waymarked route
Moderate

Maryland · United States

Distance
12.5 km
/ 7.7 mi
Elevation gain
242 m
Typical duration
2 hr 58 min
  • Waymarked route
Moderate

Maryland · United States

Distance
10.6 km
/ 6.6 mi
Elevation gain
140 m
Typical duration
2 hr 25 min
  • Waymarked route
Moderate

Maryland · United States

Distance
2.9 km
/ 1.8 mi
Elevation gain
39 m
Typical duration
39 min
  • Waymarked route
Moderate

Maryland · United States

Distance
3.5 km
/ 2.2 mi
Elevation gain
187 m
Typical duration
1 hr 1 min
  • Waymarked route
Moderate

Maryland · United States

Distance
1.6 km
/ 1.0 mi
Elevation gain
51 m
Typical duration
24 min
  • Waymarked route
View west along Maryland State Route 115 (Muncaster Mill Road) at Avery Road in Redland, Montgomery County, Maryland
Moderate

Maryland · United States

Distance
2.2 km
/ 1.4 mi
Elevation gain
22 m
Typical duration
29 min
Seneca Schoolhouse Museum in the Seneca Historic District
Moderate

Maryland · United States

Distance
9.4 km
/ 5.9 mi
Elevation gain
142 m
Typical duration
2 hr 11 min
  • Waymarked route
Moderate

Maryland · United States

Distance
3.2 km
/ 2.0 mi
Elevation gain
90 m
Typical duration
48 min
Moderate

Maryland · United States

Distance
2.9 km
/ 1.8 mi
Elevation gain
90 m
Typical duration
45 min
  • Waymarked route
Moderate

Maryland · United States

Distance
8.7 km
/ 5.4 mi
Elevation gain
137 m
Typical duration
2 hr 1 min
  • Waymarked route
Moderate

Maryland · United States

Distance
1.9 km
/ 1.2 mi
Elevation gain
52 m
Typical duration
28 min
Moderate

Maryland · United States

Distance
2.4 km
/ 1.5 mi
Elevation gain
37 m
Typical duration
33 min

The shortlist, side by side

The ten highest scoring routes on this page, so you can compare effort before opening any of them.

Distance, ascent, walking time and difficulty for the top routes
RouteDistanceAscentTimeDifficultyBest season
Overlook Cliff TrailMaryland1.1 km36 m17 minModerateApril to October
Mountain Loop TrailMaryland5.2 km210 m1 hr 23 minModerateApril to October
Seneca Ridge TrailMaryland10.7 km179 m2 hr 30 minModerateApril to October
Stone Fort TrailMaryland3.6 km162 m59 minModerateApril to October
Ten Mile Creek TrailMaryland13.8 km218 m3 hr 13 minModerateApril to October
Black Locust TrailMaryland4.7 km217 m1 hr 19 minModerateApril to October
Combined TrailMaryland1.5 km188 m36 minModerateApril to October
Northern Peaks TrailMaryland8.5 km349 m2 hr 18 minModerateApril to October
A.M. Thomas TrailMaryland0.4 km0 m6 minModerateApril to October
Saddleback Horse TrailMaryland10.5 km220 m2 hr 31 minModerateApril to October

Overlook Cliff Trail, Mountain Loop Trail, Seneca Ridge Trail currently rank highest in this filtered set according to the directory score. Open an individual route to inspect its mapped line, elevation profile, data source and planning caveats. Check live access, conditions and local rules with an official source before travelling.

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