The Ranking

Ranked from #1 to #6. Click through any entry for the full trail page — map, elevation profile, weather forecast, and direct OpenStreetMap source link.

#1. Yellow Birch Ravine

Yellow Birch Ravine ranks #1 for vertical gain, sitting near Taswell in Crawford County. Expect earth 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. 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 Yellow Birch Ravine trail page →Map, elevation profile, current weather, and OSM source.

#2. Lake Shore Walk

Lake Shore Walk ranks #2 for vertical gain, sitting near Evansville in Vanderburgh County. Expect ground 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. 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 Lake Shore Walk trail page →Map, elevation profile, current weather, and OSM source.

#3. Mandrake Walk

Mandrake Walk ranks #3 for vertical gain, sitting near Evansville in Vanderburgh 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 Mandrake Walk trail page →Map, elevation profile, current weather, and OSM source.

#4. Dunes Long Trail Alternates

Dunes Long Trail Alternates ranks #4 for vertical gain, sitting near Chesterton in Porter County. Tagged hard in OpenStreetMap. Compared to similar trails in Indiana, 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 Dunes Long Trail Alternates trail page →Map, elevation profile, current weather, and OSM source.

#5. Glidwell Trail

Glidwell Trail ranks #5 for vertical gain, sitting near Brookville in Franklin County. Tagged hard in OpenStreetMap. 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. 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 Glidwell Trail trail page →Map, elevation profile, current weather, and OSM source.

#6. Purple

Purple ranks #6 for vertical gain, sitting near Mokena in Will County. Tagged expert in OpenStreetMap. 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. 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 Purple trail page →Map, elevation profile, current weather, and OSM source.

Planning your Indiana trip

A few pieces of context are worth keeping in mind specifically for Indiana. Spring and fall are prime; summer humidity is significant; winter trails are quiet but ice-prone in ravines. Copperheads and timber rattlesnakes in southern hills; ticks and mosquitoes statewide.

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 Indiana hiking guides

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