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 35 trails covering 117 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.
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...
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 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...
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 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...
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...
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 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 Jersey shore was a major vacation destination for residents of the Delaware Valley region throughout the early 20th century. From the 1890s to 1930s, two parallel railroad lines—the Atlantic City...
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 Wildwood Crest Bike Path is a one-mile bike path that runs along the beach from East Cresse Avenue to East Rambler Road.
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 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...
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...
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 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 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...
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...
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...
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 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...
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...
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 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...
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...
True to its name, the Walking Dunes Trail offers a pleasant hike through the dunes of Cape Henlopen State Park—specifically the “walking dunes,” which slowly move across the park. Unlike some of the...
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...
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...
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...
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...
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...
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...
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 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 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 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...
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 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 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...
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 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 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...
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 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 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...
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...
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 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...
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...
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...
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 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...
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 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 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...
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 best trail I have actually gone one its not to long or short it’s perfect
Love how peaceful and serene this location is perfect for a walk/run or bike ride. Has wooded areas, water views, and open fields.
Made it out to this trail last weekend. While some areas did get a little crowded, was a relaxing and beautiful walk.
The entire length of this trail has private lands along both sides of it, so please respect private property and do not venture off the trail. Due to the increase of foot traffic on Elephant Swamp, private land owners are having a problem with increased trespassing from the trail users.
Very pleasant and clear, wide trail.
Being under electric lines, it's great that the trail isnt mown, rather its left to natural vegetation, which, along with the forest often present, is A-1 South Jersey amazing.
This is a great route for biking from points west to southern Cape May County, the alternatives being various and not always hospitable. The new section enables biking to Wildwood and Cape May. Conversely, this path enables day or 1 night trips to Denisville, Estelle Manor, and other serene spots and State Parks as a break from the beach.
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