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. Northville-Placid Trail Spur To Rodney Pt Lean-Tos

Northville-Placid Trail Spur To Rodney Pt Lean-Tos ranks #1 for vertical gain, sitting near Long Lake in Hamilton 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 Northville-Placid Trail Spur To Rodney Pt Lean-Tos trail page →Map, elevation profile, current weather, and OSM source.

#2. Northville-Placid Trail Spur To Cold R. Lean-Tos

Northville-Placid Trail Spur To Cold R. Lean-Tos ranks #2 for vertical gain, sitting near Newcomb in Essex County. Expect ground 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. 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 Northville-Placid Trail Spur To Cold R. Lean-Tos trail page →Map, elevation profile, current weather, and OSM source.

#3. Northville-Placid Trail Spur To Plumley Lean-Tos

Northville-Placid Trail Spur To Plumley Lean-Tos ranks #3 for vertical gain, sitting near Long Lake in Hamilton County. Expect ground surface on a genuinely demanding 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 Northville-Placid Trail Spur To Plumley Lean-Tos trail page →Map, elevation profile, current weather, and OSM source.

#4. Appalachian Trail;Ramapo-Dunderberg Trail

Appalachian Trail;Ramapo-Dunderberg Trail ranks #4 for vertical gain, sitting near Bear Mountain in Orange County. Expect ground surface on a genuinely demanding grade. Compared to similar trails in New York, 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;Ramapo-Dunderberg Trail trail page →Map, elevation profile, current weather, and OSM source.

#5. Northville-Placid Trail Spur To Rock Lake

Northville-Placid Trail Spur To Rock Lake ranks #5 for vertical gain, sitting near Caroga Lake in Hamilton 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 Northville-Placid Trail Spur To Rock Lake trail page →Map, elevation profile, current weather, and OSM source.

#6. Appalachian Trail;Anthony Wayne Trail

Appalachian Trail;Anthony Wayne Trail ranks #6 for vertical gain, sitting near Bear Mountain in Orange 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 Appalachian Trail;Anthony Wayne Trail trail page →Map, elevation profile, current weather, and OSM source.

#7. Pulpit Rock Trail / Appalachian Trail

Pulpit Rock Trail / Appalachian Trail ranks #7 for vertical gain, sitting near Hamburg in Berks County. Expect rock 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. Rocky tread punishes thin-soled shoes; bring stiff hikers and pace yourself on the descents to spare your knees. 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 Pulpit Rock Trail / Appalachian Trail trail page →Map, elevation profile, current weather, and OSM source.

#8. Valley Rim Trail / Appalachian Trail

Valley Rim Trail / Appalachian Trail ranks #8 for vertical gain, sitting near Kempton in Berks County. Expect rock surface on a genuinely demanding 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. Rocky tread punishes thin-soled shoes; bring stiff hikers and pace yourself on the descents to spare your knees. 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 Valley Rim Trail / Appalachian Trail trail page →Map, elevation profile, current weather, and OSM source.

#9. Appalachian Trail/Pochuck Boardwalk

Appalachian Trail/Pochuck Boardwalk ranks #9 for vertical gain, sitting near Glenwood in Sussex County. Expect wood surface on a genuinely demanding grade. Compared to similar trails in New York, this route trades difficulty for either solitude or scenery — sometimes both. 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/Pochuck Boardwalk trail page →Map, elevation profile, current weather, and OSM source.

#10. Ramapo-Dunderberg/Appalachian Trail

Ramapo-Dunderberg/Appalachian Trail ranks #10 for vertical gain, sitting near Arden in Orange 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 Ramapo-Dunderberg/Appalachian Trail trail page →Map, elevation profile, current weather, and OSM source.

Planning your New York trip

A few pieces of context are worth keeping in mind specifically for New York. May-October for high routes; black flies in late spring; fall foliage in early October is the visual peak. Hypothermia in shoulder seasons (Adirondack weather changes fast), ticks (Lyme endemic), and slick rock on exposed High Peaks routes.

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 New York hiking guides

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