The Ranking

Ranked from #1 to #10. Click through any entry for the full trail page — map, elevation profile, weather forecast, and direct OpenStreetMap source link.

#1. Lewis Mountain Summit Trail

Lewis Mountain Summit Trail ranks #1 for vertical gain, sitting near Graves Mill in Greene County. Expect ground surface on a genuinely demanding grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Climbing fitness — not raw mileage — is the gating factor. Trekking poles and an early start pay off. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Lewis Mountain Summit Trail trail page →Map, elevation profile, current weather, and OSM source.

#2. Mount Jefferson Park Trail

Mount Jefferson Park Trail ranks #2 for vertical gain, sitting near Alexandria in Alexandria County. Expect asphalt surface on a expert-only grade. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Climbing fitness — not raw mileage — is the gating factor. Trekking poles and an early start pay off. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Mount Jefferson Park Trail trail page →Map, elevation profile, current weather, and OSM source.

#3. Tuscarora-Doll Ridge Trail

Tuscarora-Doll Ridge Trail ranks #3 for vertical gain, sitting near Toms Brook in Shenandoah County. Expect ground surface on a expert-only grade. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Climbing fitness — not raw mileage — is the gating factor. Trekking poles and an early start pay off. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Tuscarora-Doll Ridge Trail trail page →Map, elevation profile, current weather, and OSM source.

#4. Appalachian Trail Access

Appalachian Trail Access ranks #4 for vertical gain, sitting near Rileyville in Page County. Expect ground surface on a genuinely demanding grade. Compared to similar trails in Maryland, this route trades difficulty for either solitude or scenery — sometimes both. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Climbing fitness — not raw mileage — is the gating factor. Trekking poles and an early start pay off. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Appalachian Trail Access trail page →Map, elevation profile, current weather, and OSM source.

#5. Lost Trail / Long Trail

Lost Trail / Long Trail ranks #5 for vertical gain, sitting near Rosenhayn in Salem County. Expect ground surface on a genuinely demanding grade. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Climbing fitness — not raw mileage — is the gating factor. Trekking poles and an early start pay off. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Lost Trail / Long Trail trail page →Map, elevation profile, current weather, and OSM source.

#6. Mount Jefferson Trail

Mount Jefferson Trail ranks #6 for vertical gain, sitting near Alexandria in Alexandria County. Expect paved surface on a expert-only grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Climbing fitness — not raw mileage — is the gating factor. Trekking poles and an early start pay off. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Mount Jefferson Trail trail page →Map, elevation profile, current weather, and OSM source.

#7. Old Appalachian Trail

Old Appalachian Trail ranks #7 for vertical gain, sitting near Lyndhurst in Augusta County. Expect unpaved surface on a genuinely demanding grade. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Climbing fitness — not raw mileage — is the gating factor. Trekking poles and an early start pay off. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Old Appalachian Trail trail page →Map, elevation profile, current weather, and OSM source.

#8. North Mountain Trail

North Mountain Trail ranks #8 for vertical gain, sitting near Augusta Springs in Augusta County. Expect dirt surface on a expert-only grade. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Climbing fitness — not raw mileage — is the gating factor. Trekking poles and an early start pay off. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the North Mountain Trail trail page →Map, elevation profile, current weather, and OSM source.

#9. Appalachian Trail

Appalachian Trail ranks #9 for vertical gain, sitting near Markham in Fauquier County. Expect ground surface on a genuinely demanding grade. Compared to similar trails in Maryland, this route trades difficulty for either solitude or scenery — sometimes both. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Climbing fitness — not raw mileage — is the gating factor. Trekking poles and an early start pay off. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Appalachian Trail trail page →Map, elevation profile, current weather, and OSM source.

#10. Duncan Knob Trail

Duncan Knob Trail ranks #10 for vertical gain, sitting near Luray in Page County. Expect ground surface on a genuinely demanding grade. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Climbing fitness — not raw mileage — is the gating factor. Trekking poles and an early start pay off. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Duncan Knob Trail trail page →Map, elevation profile, current weather, and OSM source.

Planning your Maryland trip

A few pieces of context are worth keeping in mind specifically for Maryland. Spring and fall are prime; summer humidity is significant; winter ice is common in the western highlands. Copperheads and rattlesnakes in the mountains, ticks statewide, and serious humidity-driven heat exhaustion in July-August.

Always cross-reference the official land-manager page before driving out — closures, fire restrictions, and seasonal road access can change quickly. Our trail pages link directly back to the OpenStreetMap source so you can see the tags we're working from.

If you're new to hiking generally, our beginner's guide covers footwear, layering, and the day-pack basics. For safety planning on bigger objectives, the ten essentials guide is worth twenty minutes of reading.

More Maryland hiking guides

If you found this useful, the rest of our Maryland coverage continues below.