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.
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...
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...
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...
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 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 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 Dennis Township Bike Path can be found in Cape May County in South Jersey. The trail begins on Woodbine Boulevard, behind the South Seaville Fire Station and extends southward for 2.4 miles within...
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 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...
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 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 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...
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 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...
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 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 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 Wildwood Crest Bike Path is a one-mile bike path that runs along the beach from East Cresse Avenue to East Rambler Road.
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...
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 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 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 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 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...
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 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 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...
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...
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...
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...
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 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 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...
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 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...
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 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...
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...
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...
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 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 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 Pinelands Nature Trail, Delaware's first National Recreation Trail, is a 1.5-mile loop that follows a gentle grade through pine forest and cranberry bogs on a loose sand surface. Old artillery...
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 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 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...
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 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 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 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...
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...
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...
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...
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 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...
Well-maintained. Things to do along the way, if you choose. Herons everywhere for bird-lovers. Great panoramic view from Lewes to Rehoboth. Highly recommend.
Visited at the end of December and it was a great trail to do with kids ages 11, 8, and 5. Plenty to explore and nicely maintained, flat trail. Plenty of trees offer some protection from the wind.
Just updating the info for this trail, it is now open end to end. Enjoy.
Well kept, wide trail on level ground; it was a great walk. Some bike riders went by with plenty of room to spare. The air smelled fresh and clean. We walked all of the trails in the park in one outing. We will return in all seasons. And it was quiet. We could hear Rte 1 from time to time; but it was not intrusive.
I chose the south trail b/c I thought it might be quieter than the other trail on a fall Sat afternoon. It was perfect. New asphalt path, light traffic, lots of pretty scenery, and a stop at Kentmorr Restaurant for their crab pretzel. I also appreciated the flat, wide path away from the cars. I parked free where it says to park on the map, and hopped right on the path.
Had to really look thru all the shrubbery and trees to get a view of anything, otherwise just a narrow path to the end and back.
Enjoyed the ride. Nicely paved path. Not many people on trail. Would recommend this to anyone.
Had fun biking it, but didn’t expect the challenge. Rode the longer Little Jersey trail first, which was pretty smooth and flat. This trail is not smooth. Wife crashed 3 times. Not a rail trail. Gotta have some rough trail mountain biking experience to safely negotiate entire trail.
We just took a crisp mid-October ride and it was very doable, flat, and easy. The bridge over had a great view of Ocean City. Only downside is you may ride along backup of cars getting into park. On the horses, its good to manage your expectations. You definitely know they are there because there are plenty of horse pies on the trail that you may need to dodge. We actually did see one after going off a side trail. One frustrated woman yelled out to the Park Ranger asking where the horses were. Answer: “They are wild mam! I cant tell you where they are at any given time.” ¿¿
Best of both worlds - bayside ride and forest ride. Great playground for the kids. Picnic areas along the way just off the trail with tables/benches.
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