Best Hiking Trails in Delaware | Trailmonger

About hiking in Delaware

Delaware has 157 named trails tagged for hiking on the map, covering 271 miles, an average of 1.7 miles each. The longest is Northern Delaware Greenway in New Castle County, at 46.3 miles. 8 run 5 miles or longer. 3 of the state's counties have at least one; New Castle County has the most, with 86 trails.

Top 100 hiking trails, longest first

Trails 1–25

Northern Delaware GreenwayHikeMTBNew Castle County46.3 mi ADT - Delaware - Seg 1HikeSussex County42.2 mi Rocky RunHikeMTBNew Castle County10.8 mi Michael N. Castle TrailHikeNew Castle County10.4 mi Brandywine TrailHikeNew Castle County8.2 mi Rittenhouse Trail / Mason-Dixon TrailHikeNew Castle County8.1 mi Little Jersey TrailHikeMTBNew Castle County7.7 mi Jack A. Markell TrailHikeMTBNew Castle County5.9 mi Lenape TrailHikeMTBNew Castle County4.0 mi Creekside TrailHikeNew Castle County3.8 mi Prickly Pear TrailHikeMTBSussex County3.5 mi Gordons Pond TrailHikeMTBSussex County3.2 mi White Clay XCHikeNew Castle County3.1 mi Chestnut Hill TrailHikeMTBNew Castle County3.0 mi Bob TrailHikeMTBSussex County3.0 mi Delaware City Branch Canal TrailHikeNew Castle County3.0 mi Battery Park TrailHikeMTBNew Castle County2.9 mi 5K TrailHikeSussex County2.8 mi POW-MIA WalkwayHikeMTBKent County2.7 mi Pondside Nature TrailHikeKent County2.6 mi Pomeroy TrailHikeMTBNew Castle County2.5 mi David English TrailHikeMTBNew Castle County2.4 mi Bryan’s Field TrailHikeMTBNew Castle County2.3 mi Whitely Farms TrailHikeMTBNew Castle County2.2 mi Twin Valley TrailHikeNew Castle County2.0 mi

Trails 26–50

Huckleberry TrailHikeSussex County2.0 mi Tri-Valley TrailHikeMTBNew Castle County1.9 mi Black Farm Trail (Red)HikeSussex County1.9 mi Snow Goose TrailHikeMTBNew Castle County1.9 mi Cape - Lewes TrailHikeMTBSussex County1.9 mi Fred Hudson Road TrailHikeMTBSussex County1.7 mi Hooper's Landing Fitness TrailHikeSussex County1.7 mi Penn Farm TrailHikeMTBNew Castle County1.6 mi Raccoon Pond TrailHikeSussex County1.6 mi Michael Castle TrailHikeNew Castle County1.6 mi Whitley Farms TrailHikeMTBNew Castle County1.6 mi Elkton Road SidepathHikeNew Castle County1.5 mi Steven H. Amick TrailHikeNew Castle County1.4 mi Hidden PondHikeNew Castle County1.4 mi Equestrian TrailHikeNew Castle County1.4 mi Jamison Corner Rd SidepathHikeMTBNew Castle County1.3 mi East Loockerman StreetHikeKent County1.3 mi Pinelands Nature TrailHikeSussex County1.3 mi Mispillion RiverwalkHikeKent County1.2 mi Possum Hollow TrailHikeMTBNew Castle County1.2 mi Beech Tree LoopHikeSussex County1.2 mi The GreenHikeNew Castle County1.1 mi Nature/Equestrian TrailHikeNew Castle County1.1 mi Bennett's WalkHikeSussex County1.1 mi Paper Mill Park Connector TrailHikeMTBNew Castle County1.1 mi

Trails 51–75

Multi Use TrailHikeMTBSussex County1.1 mi Nature Preserve Trail / Mason-Dixon TrailHikeNew Castle County1.1 mi St. Jones Reserve TrailHikeKent County1.0 mi Double Horseshoe TrailHikeMTBNew Castle County1.0 mi Wendel Cassel TrailHikeNew Castle County1.0 mi Mile Loop TrailHikeNew Castle County1.0 mi Burton Island Nature TrailHikeSussex County0.9 mi Brecknock LoopHikeKent County0.9 mi GreenwayHikeMTBNew Castle County0.9 mi Brecknock Nature ExtensionHikeKent County0.8 mi Twin Valley Trail / Mason-Dixon TrailHikeNew Castle County0.8 mi Walking PathHikeNew Castle County0.8 mi Pomeroy Trail / Mason-Dixon TrailHikeMTBNew Castle County0.8 mi Sea Hawk TrailHikeSussex County0.8 mi Salt Marsh SpurHikeMTBSussex County0.8 mi Millstone Pond TrailHikeNew Castle County0.8 mi Blue-RedHikeNew Castle County0.7 mi Pine Grove TrailHikeSussex County0.7 mi Purple TrailHikeMTBSussex County0.7 mi Eolyne K Tunnell Nature Preserve Walking TrailHikeSussex County0.7 mi Birding TrailHikeNew Castle County0.7 mi Seaside Nature TrailHikeSussex County0.7 mi Cart RoadHikeNew Castle County0.7 mi Upland TrailHikeSussex County0.7 mi Wells Field LoopHikeNew Castle County0.7 mi

Trails 76–100

Thompson Island TrailHikeSussex County0.6 mi Ryan's RambleHikeSussex County0.6 mi Freedom TrailHikeNew Castle County0.6 mi American Holly TrailHikeSussex County0.6 mi Island TrailHikeSussex County0.6 mi Commons Blvd Connector TrailHikeMTBNew Castle County0.6 mi River WalkHikeSussex County0.6 mi Parson's Point TrailHikeKent County0.6 mi Hobbs TrailHikeNew Castle County0.5 mi Charles Baily TrailHikeNew Castle County0.5 mi Boardwalk Trail (Purple)HikeSussex County0.5 mi Earth Day TrailHikeMTBNew Castle County0.5 mi Dike Trail (Yellow)HikeSussex County0.5 mi Mason-DIxon TrailHikeNew Castle County0.5 mi Station PathHikeNew Castle County0.5 mi Red TrailHikeSussex County0.4 mi BridgewayHikeSussex County0.4 mi Chestnut Hill ConnectorHikeMTBNew Castle County0.4 mi School Lane TrailHikeMTBNew Castle County0.4 mi David English Cut-offHikeNew Castle County0.4 mi Wells Field ConnectorHikeNew Castle County0.4 mi Boat DockHikeSussex County0.4 mi Bryan's Field ConnectorHikeMTBNew Castle County0.4 mi The BoardwalkHikeSussex County0.4 mi Twin Valley ConnectorHikeNew Castle County0.4 mi

Hiking Trails by county

New Castle County

← All of Delaware

Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 4, 2026.