Explore the best rated trails in Milford, DE. Whether you're looking for an easy walking trail or a bike trail like the Elephant Swamp Trail and Ben Cardin C&D Canal Recreational Trail. With more than 36 trails covering 121 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
This community trail begins at the intersection of Main and Pearl streets in the town of Port Norris, near the mouth of the Maurice River. It connects Port Norris with Bivalve. At one time the area...
The Marshyhope Creek is a 37-mile tributary of the Nanticoke River running from Delaware to Maryland. One of the towns it passes through is Federalsburg, Maryland, where a 2.5-mile multiuse greenway...
The Maurice River Bikeway Trail provides access to shops, recreational parks, and riverside riding all in one. Starting behind the city hall, travelers will be just off the river on Ware Avenue in...
The Killens Pond Bike Trail provides non-motorized access from US 13 to Killens Pond State Park. The short trail parallels Killens Pond Road before turning south into the park along its main access...
This beautiful, pine-studded rail-trail winds through Cape Henlopen State Park next to wetlands and farmland, offering a break from the nearby beaches and eclectic shopping areas. The trail runs from...
The Bike Loop in Cape Henlopen State Park is a nearly 3.5-mile paved trail through the scenic park. The loop offers various branches that lead off into the marshes with wide vistas of the Atlantic...
The Michael Castle Trail offers a scenic 12-mile route along the north shore of the Chesapeake and Delaware Canal in northern Delaware. The trail is named after the former governor and US...
Cape May’s 8.9-mile Middle Township Bike Path and 2.7-mile Cold Spring Bike Path were fully connected in summer 2017. Riders can begin their journey at US 9/Sandman Boulevard in Lower Township across...
The 1.4 mile Yorklyn Bridge Trail is a paved, multi-use greenway that connects the Auburn Valley State Park with the nearby village of Yorklyn Mills in the scenic hills of northern Delaware. The...
Maryland's Ben Cardin C&D Canal Recreational Trail links to Delaware's Michael Castle Trail; both run along the north bank of the Chesapeake and Delaware (C&D) Canal and meet at the state line. The...
The Bob Trail (or simply, The Bob) in Trap Pond State Park loops around the perimeter of the 90-acre Trap Pond. The trail winds through hardwood forests, crosses a scenic dam at Raccoon Pond and...
Maryland's Cross Island Trail spans Kent Island, east to west, in Queen Anne's County, providing multiple points of access to everything from libraries and schools to ball fields and the waterfront....
Ocean City Bike Path offers a short, paved route through the center of Ocean City and allows visitors a glimpse into the history of this interesting seaside town. The trail parallels Haven Avenue...
Long known for its sandy beaches and wild pony herds, beautiful and remote Assateague Island has become more bike friendly thanks to the construction of a paved, multi-use trail that allows users to...
The Easton Rails to Trails runs from Dutchmans Lane in southern Easton, Maryland, to North Easton Parka large sports complexover 2.5 miles away. The trail opened in 1998 and has been a popular local...
Nearly a mile in length, the Canning House Run Trail extends from the entrance to the Perryville boat ramp south along the west side of Roundhouse Drive to the historic Rodgers Tavern at the...
Phase 1 of the long-awaited Georgetown to Lewes Rail with Trail was officially opened to the public in October 2016. When completed, the trail, which parallels an active, but little-used freight...
Along New Jersey's coast, a pathway atop a concrete sea wall provides a popular place for North Wildwood residents and visitors to enjoy ocean views. Beginning near 2nd Avenue and John F. Kennedy...
The St. Michaels Nature Trail skirts the western edge of the scenic town of St. Michaels, Maryland, which was built on the site of a 17th century Anglican church that eventually lent the settlement...
The Mispillion River Greenway runs through historic downtown Milford on both sides of the Mispillion River. The greenway, which is surfaced primarily with brick and concrete, provides scenic views of...
Long known for its sandy beaches and wild pony herds, beautiful and remote Assateague Island has become more bike friendly thanks to the construction of a paved, multi-use trail that allows users to...
The trail begins in Battery Park and extends 1.5 miles along the Delaware River. The popular Battery Park is a draw for residents and visitors alike. The park gets its name from the cannons once sited...
Cape May’s 8.9-mile Middle Township Bike Path and 2.7-mile Cold Spring Bike Path were fully connected in summer 2017. Riders can begin their journey at US 9/Sandman Boulevard in Lower Township across...
Nearly a mile in length, the Canning House Run Trail extends from the entrance to the Perryville boat ramp south along the west side of Roundhouse Drive to the historic Rodgers Tavern at the...
The Maurice River Bikeway Trail provides access to shops, recreational parks, and riverside riding all in one. Starting behind the city hall, travelers will be just off the river on Ware Avenue in...
The St. Michaels Nature Trail skirts the western edge of the scenic town of St. Michaels, Maryland, which was built on the site of a 17th century Anglican church that eventually lent the settlement...
The Marshyhope Creek is a 37-mile tributary of the Nanticoke River running from Delaware to Maryland. One of the towns it passes through is Federalsburg, Maryland, where a 2.5-mile multiuse greenway...
Ocean City Bike Path offers a short, paved route through the center of Ocean City and allows visitors a glimpse into the history of this interesting seaside town. The trail parallels Haven Avenue...
Maryland's Ben Cardin C&D Canal Recreational Trail links to Delaware's Michael Castle Trail; both run along the north bank of the Chesapeake and Delaware (C&D) Canal and meet at the state line. The...
The Michael Castle Trail offers a scenic 12-mile route along the north shore of the Chesapeake and Delaware Canal in northern Delaware. The trail is named after the former governor and US...
The Killens Pond Bike Trail provides non-motorized access from US 13 to Killens Pond State Park. The short trail parallels Killens Pond Road before turning south into the park along its main access...
Redden State Forest, located just north of Georgetown in Sussex County, offers more than 44 miles of trails for hiking, mountain biking, birdwatching and hunting on several thousand acres. The most...
The Little Jersey Trail loops through Lums Pond State Park on a wide, packed earth surface that accommodates hikers, cyclists and equestrians. The trail is the longer of two loops; the Swamp Forest...
The Bike Loop in Cape Henlopen State Park is a nearly 3.5-mile paved trail through the scenic park. The loop offers various branches that lead off into the marshes with wide vistas of the Atlantic...
TRAIL CLOSED: As a precaution to help limit the spread of COVID-19, the local managing authority has temporarily closed this trail to non-residents. As you walk along the Elephant Swamp Trail, it’s...
Maryland's Cross Island Trail spans Kent Island, east to west, in Queen Anne's County, providing multiple points of access to everything from libraries and schools to ball fields and the waterfront....
The Gordons Pond Trail is located in Cape Henlopen State Park, where it skirts the western side of Gordons Pond, a 900-acre salt water lagoon. The finely crushed gravel pathway winds through coastal...
The Woodbine Railroad Trail occupies the right-of-way of a former Pennsylvania and Reading Railroad line. The paved pathway traverses Woodbine as it parallels Dehirsch Avenue; a wide grassy median...
Along New Jersey's coast, a pathway atop a concrete sea wall provides a popular place for North Wildwood residents and visitors to enjoy ocean views. Beginning near 2nd Avenue and John F. Kennedy...
Phase 1 of the long-awaited Georgetown to Lewes Rail with Trail was officially opened to the public in October 2016. When completed, the trail, which parallels an active, but little-used freight...
Corson's Inlet Rail-Trail begins at the parking lot off County 619 (by the bridge) in Corson's Inlet State Park and runs for a short distance across the upper dunes above the beach. There are plans to...
Cape May’s 8.9-mile Middle Township Bike Path and 2.7-mile Cold Spring Bike Path were fully connected in summer 2017. Riders can begin their journey at US 9/Sandman Boulevard in Lower Township across...
The Seaside Nature Trail in Cape Henlopen State Park takes visitors to the Seaside Nature Center around a nearly 1-mile rustic loop. A short stretch at the trail's northernmost point runs on a beach...
This beautiful, pine-studded rail-trail winds through Cape Henlopen State Park next to wetlands and farmland, offering a break from the nearby beaches and eclectic shopping areas. The trail runs from...
The Prickly Pear Trail is a 3.5-mile loop in Delaware Seashore State Park’s Fresh Pond area. The trail runs through young forest and open meadows, with the eastern stretch featuring a crushed stone...
The Marshyhope Creek is a 37-mile tributary of the Nanticoke River running from Delaware to Maryland. One of the towns it passes through is Federalsburg, Maryland, where a 2.5-mile multiuse greenway...
The Kent Island South Trail is one of two popular recreational trails (along with the Cross Island Trail) on Maryland's Kent Island, the largest island in the Chesapeake Bay. The trail runs parallel...
The Swamp Forest Trail loops through Lums Pond State Park on a packed earth surface that accommodates hikers and cyclists. The trail is the shorter of two loops; the Little Jersey Trail runs closer to...
The roughly 1-mile Salt Marsh Spur bisects the popular Walking Dunes Trail in Cape Henlopen State Park. The sand trail runs from the Biden Center, which offers meeting space and accommodations for...
Phase 1 of the long-awaited Georgetown to Lewes Rail with Trail was officially opened to the public in October 2016. When completed, the trail, which parallels an active, but little-used freight...
The Mispillion River Greenway runs through historic downtown Milford on both sides of the Mispillion River. The greenway, which is surfaced primarily with brick and concrete, provides scenic views of...
The Seahorse Trail runs primarily along the western edge of Holts Landing State Park. The trail provides access to the park’s campgrounds on its trek through dense forest. Connections to the...
Maryland's Cross Island Trail spans Kent Island, east to west, in Queen Anne's County, providing multiple points of access to everything from libraries and schools to ball fields and the waterfront....
The 1.4 mile Yorklyn Bridge Trail is a paved, multi-use greenway that connects the Auburn Valley State Park with the nearby village of Yorklyn Mills in the scenic hills of northern Delaware. The...
Maryland's Ben Cardin C&D Canal Recreational Trail links to Delaware's Michael Castle Trail; both run along the north bank of the Chesapeake and Delaware (C&D) Canal and meet at the state line. The...
The Bike Loop in Cape Henlopen State Park is a nearly 3.5-mile paved trail through the scenic park. The loop offers various branches that lead off into the marshes with wide vistas of the Atlantic...
The Easton Rails to Trails runs from Dutchmans Lane in southern Easton, Maryland, to North Easton Parka large sports complexover 2.5 miles away. The trail opened in 1998 and has been a popular local...
TRAIL CLOSED: As a precaution to help limit the spread of COVID-19, the local managing authority has temporarily closed this trail to non-residents. As you walk along the Elephant Swamp Trail, it’s...
This bike path begins along Southwest Boulevard at Harding Highway (US 40). It continues alongside the boulevard, then crosses Central Avenue and slipping into Bruno Melini Memorial Park, Buena’s...
The Wayne Gilchrest Trail, which opened on Earth Day in 2012, runs along the southern edge of the historic Maryland Eastern Shore community of Chestertown. The trail connects Washington College to the...
We started at the Cape May Zoo (north end of the path). The path consists of an asphalt strip, straight as an arrow in a 60' wide clearing filled with dead vegetation and between 2 rows of high voltage utility poles. The path was closed 2 miles in and we were forced to detour along busy Route 9. After we found our way back to the path, it was closed again a mile farther South. It was the same story - closed for construction with no Detour signs. We gave up at that point. Maybe someday the path will be re-opened and it will have nice plantings. But for now - go elsewhere.
Peaceful forested ride out to a point overlooking the bay where you will encounter a horseshoe crab “graveyard” due to tidal conditions. Easy path conditions for our kids (11 & 7).
Ride this in combination with the boardwalk and path to second avenue. Makes the total ride almost 4 miles each way
The family and I did this trail and it was quite we stopped short of the traffic circle and turned around. We parked at the culdesac at the end of Dehirsch ave and rode from there. My 8yo has a new BMX bike and completed our round trip with no problem. Be careful of traffic around the airport and the Ford and Chevy dealerships
Road from Tall Pines to Lewes and back, plan on making it longer by continuing on the Breakwater trail. Nice ride and mostly cars stopped and let you cross.
Just discovered this trail. Perfect easy bike ride through the countryside passing farm field after farm field. Love it. Will be riding or walking there again soon.
Rollerbladed Saint George's entrance to Delaware City and back. 10 miles total trip! Great parking and restrooms at George's trail head. Paved every bit of the way making it a wonderful trail for blading. Will return again, and again and again ¿¿
Rode this a few days ago (Fri 8/21) and encountered closure at Goshen Road. Was turned back by a worker. Heavy equipment (crane or drilling?) present. Told completion end October.
Rode again Sun and barrier extended across the path to the grass on both sides. I didnt bother to see if I could portage across the work zone.
Nice well-paved trail. Pretty quiet. Not heavily used. Users polite. Everyone moves over on their side. Dog owners choke up on the leash on approach. Good for birdwatching as well w lots of woods in the upper portion.
I would give ZERO stars if I could. The trail is not clean of debris, not graveled, and extremely muddy. Most of the trail is not family friendly, especially for strollers. The grass on the Jersey trail was nearly knee deep. Mosquitoes were absolutely horrendous! I highly recommend going somewhere else!
The trailhead at Matapeake State Park has free parking. The trail is very smooth being recently re-paved. The trailhead at Romancoke fishing pier is quite scenic, need to pay to park there. We also biked the Cross Island Trail, also recently re-paved. We also enjoyed this trail very much but it crosses many roads, drivers are very considerate waiting for us to cross. The trails have bike sheriffs who offer assistance to trail users.
Nice ride from New Castle to Chesapeake City and back to New Castle. Nice views of the bridges, boats and birds. A great 30 mile round trip in light rain. Nice blacktop, well kept and clean. Can't wait to do it again.
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