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. Claymont Train Station Auxillary Parking Footpath

Claymont Train Station Auxillary Parking Footpath near Claymont in New Castle County earns its beginner-list spot with gentle terrain and easy navigation. Expect paved surface on a forgiving 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. Bring water, layers, and unhurried expectations — and don't push past your fitness window just because the trail looks short on paper. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Claymont Train Station Auxillary Parking Footpath trail page →Map, elevation profile, current weather, and OSM source.

#2. Eolyne K Tunnell Nature Preserve Walking Trail

Eolyne K Tunnell Nature Preserve Walking Trail near Harbeson in Sussex County earns its beginner-list spot with gentle terrain and easy navigation. Expect dirt surface on a forgiving 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. Bring water, layers, and unhurried expectations — and don't push past your fitness window just because the trail looks short on paper. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Eolyne K Tunnell Nature Preserve Walking Trail trail page →Map, elevation profile, current weather, and OSM source.

#3. Gloucester Township Health and Fitness Trail

Gloucester Township Health and Fitness Trail near Glendora in Camden County earns its beginner-list spot with gentle terrain and easy navigation. Expect asphalt surface on a forgiving 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. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Bring water, layers, and unhurried expectations — and don't push past your fitness window just because the trail looks short on paper. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Gloucester Township Health and Fitness Trail trail page →Map, elevation profile, current weather, and OSM source.

#4. Path connecting the Clearview Avenues

Path connecting the Clearview Avenues near Claymont in New Castle County earns its beginner-list spot with gentle terrain and easy navigation. Expect ground surface on a forgiving grade. Compared to similar trails in Delaware, 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. Bring water, layers, and unhurried expectations — and don't push past your fitness window just because the trail looks short on paper. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Path connecting the Clearview Avenues trail page →Map, elevation profile, current weather, and OSM source.

#5. Rittenhouse Trail / Mason-Dixon Trail

Rittenhouse Trail / Mason-Dixon Trail near Elk Mills in New Castle County earns its beginner-list spot with gentle terrain and easy navigation. Expect ground surface on a forgiving 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. Bring water, layers, and unhurried expectations — and don't push past your fitness window just because the trail looks short on paper. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Rittenhouse Trail / Mason-Dixon Trail trail page →Map, elevation profile, current weather, and OSM source.

#6. Twin Valley Trail / Mason-Dixon Trail

Twin Valley Trail / Mason-Dixon Trail near Landenberg in New Castle County earns its beginner-list spot with gentle terrain and easy navigation. Expect ground surface on a forgiving 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. Bring water, layers, and unhurried expectations — and don't push past your fitness window just because the trail looks short on paper. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Twin Valley Trail / Mason-Dixon Trail trail page →Map, elevation profile, current weather, and OSM source.

#7. Arc Corner Road / Mason-Dixon Trail

Arc Corner Road / Mason-Dixon Trail near Kemblesville in New Castle County earns its beginner-list spot with gentle terrain and easy navigation. Expect gravel surface on a forgiving 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 gravel-and-dirt tread holds up well after rain, though loose surface on descents calls for trekking poles or careful footing. Bring water, layers, and unhurried expectations — and don't push past your fitness window just because the trail looks short on paper. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Arc Corner Road / Mason-Dixon Trail trail page →Map, elevation profile, current weather, and OSM source.

#8. Tri-State Trail / Mason-Dixon Trail

Tri-State Trail / Mason-Dixon Trail near Kemblesville in New Castle County earns its beginner-list spot with gentle terrain and easy navigation. Expect unpaved surface on a forgiving 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. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Bring water, layers, and unhurried expectations — and don't push past your fitness window just because the trail looks short on paper. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Tri-State Trail / Mason-Dixon Trail trail page →Map, elevation profile, current weather, and OSM source.

#9. PennDel Trail / Mason-Dixon Trail

PennDel Trail / Mason-Dixon Trail near Landenberg in Chester County earns its beginner-list spot with gentle terrain and easy navigation. Expect unpaved surface on a forgiving grade. Compared to similar trails in Delaware, this route trades difficulty for either solitude or scenery — sometimes both. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Bring water, layers, and unhurried expectations — and don't push past your fitness window just because the trail looks short on paper. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the PennDel Trail / Mason-Dixon Trail trail page →Map, elevation profile, current weather, and OSM source.

#10. Racetrack Pond Pedestrian Bridge

Racetrack Pond Pedestrian Bridge near Dover Afb in Kent County earns its beginner-list spot with gentle terrain and easy navigation. Expect wood surface on a forgiving 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. Bring water, layers, and unhurried expectations — and don't push past your fitness window just because the trail looks short on paper. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Racetrack Pond Pedestrian Bridge trail page →Map, elevation profile, current weather, and OSM source.

Planning your Delaware trip

A few pieces of context are worth keeping in mind specifically for Delaware. Spring and fall are ideal; summer brings humidity and biting flies in the marshes; winter is mild but bare. Ticks and chiggers are abundant in coastal scrub; deer ticks carry Lyme.

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 Delaware hiking guides

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