When hikers ask which trails in Delaware are worth a full day — or several — the conversation always circles back to the same handful of routes. Below we've ranked the ten longest hiking trails in Delaware by total mapped distance, drawing from the 0 trails OutsideAtlas currently tracks in the state. Each entry includes the distance, what makes the route distinctive, and an honest note on who should actually attempt it.
Delaware is the second-smallest state — flat, low-elevation, and dominated by coastal plain. Hiking here means refuge boardwalks, beach trails, and gentle hardwood loops. Delaware's mapped long trails are mostly coastal or state-park loops rather than wilderness through-hikes. Spring and fall are ideal; summer brings humidity and biting flies in the marshes; winter is mild but bare.
Our rankings here are data-driven — pulled from the 0 mapped entries OutsideAtlas tracks in Delaware — but the data has limits worth being honest about. OpenStreetMap distance tags are crowd-sourced and inconsistent. A route may appear longer or shorter than the official measurement, especially when long-distance trails (like state and national scenic trails) are tagged in segments rather than as a single relation.
Not enough data — yet
We don't have enough well-tagged trails to produce a credible ranking for this category in Delaware right now. Rather than fill the page with sparse entries, we've left it short. As OpenStreetMap contributors and Recreation.gov keep tagging routes, this list will populate.
In the meantime, you can browse all 0 Delaware trails and use the filter chips to narrow by difficulty or distance.
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.
- Steepest trails in Delaware — Hikes with the most elevation gain in the state.
- Best beginner hikes in Delaware — Easy, well-marked trails for first-time hikers.
- Most challenging hikes in Delaware — Expert-rated routes for experienced hikers only.
- Best national parks in Delaware — Federal parks and recreation areas ranked.
- Best waterfall hikes in Delaware — Trails leading to named falls, ranked by accessibility.
- Best dog-friendly hikes in Delaware — Where leashed dogs are explicitly welcome.
- Best family hikes in Delaware — Short, easy trails sized for kids and grandparents.
Rankings like this are starting points, not verdicts. Trail conditions change, new routes get tagged, and what was the toughest trail in Delaware last year might not be next year. We refresh these articles when the underlying data shifts meaningfully.
Got a correction, a route we missed, or a question? Drop us a note via the contact page. We read every email and we'd rather hear it from you than miss it.
