Explore the best rated trails in Seaford, DE. Whether you're looking for an easy walking trail or a bike trail like the Cold Spring Bike Path and Wildwood Crest Bike Path. With more than 36 trails covering 109 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.
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...
Built as a connector road on the outskirts of Dover, Kent County's POW/MIA Memorial Parkway also serves as a connector for cyclists and pedestrians, thanks to the paved sidepath trail constructed...
The Assawoman Canal Trail is a crushed stone pathway for cyclists and pedestrians that runs along the west side of its namesake waterway through Ocean View, Delaware. The canal was hand-dug in 1891...
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.
The Cape Henlopen State Park Bike Loop spans 3.3 paved miles through the scenic park. The loop offers various branches that lead off into the marshes with wide vistas of the Atlantic Ocean, as well as...
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...
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....
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 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 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 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...
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...
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 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...
Part of an emerging network of trails in the Dover area called the St. Jones River Greenway, the Isaac Branch Greenway Trail offers over three miles of completed, paved trail, providing a mixture of...
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 413 Rail to Trail is located in Somerset County, Maryland. The trail will be 12 miles point-to-point when complete. The trail parallels State Route 413, which lends it its name, and is built in...
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 will extend 17 miles west to Georgetown, making it the...
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...
Located in southern Delaware's Trap Pond State Park, the American Holly Trail provides a short and scenic alternative to some of the park's longer pathways. Trail users can start their journey from...
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...
Part of an emerging network of trails in the Dover area called the St. Jones River Greenway, the Isaac Branch Greenway Trail offers over three miles of completed, paved trail, providing a mixture of...
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...
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 Capital City Trail forms an important leg in the evolving Saint Jones River Greenway trail system in the Dover area, creating a link between the three-mile Isaac Branch Greenway Trail and the...
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 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 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...
Built as a connector road on the outskirts of Dover, Kent County's POW/MIA Memorial Parkway also serves as a connector for cyclists and pedestrians, thanks to the paved sidepath trail constructed...
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 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 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...
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...
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 will extend 17 miles west to Georgetown, making it the...
Located on the marshy northern outskirts of the coastal community of Lewes, the Park Road Shared-Use Path provides a nice stretch of paved trail for cyclists and pedestrians to aid in navigating the...
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...
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...
Part of an emerging network of trails in the Dover area called the St. Jones River Greenway, the Isaac Branch Greenway Trail offers over three miles of completed, paved trail, providing a mixture of...
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...
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 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 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 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 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 413 Rail to Trail is located in Somerset County, Maryland. The trail will be 12 miles point-to-point when complete. The trail parallels State Route 413, which lends it its name, and is built 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 Fred Hudson Road Trail is a mixture of asphalt sidepath and wooded crushed stone trail, running from the outskirts of the quiet town of Ocean View to the even quieter scenic remove of the Delaware...
Dover's Silver Lake Park Trail is a short and pleasant paved trail that runs through the city's Silver Lake Park, a popular recreation site for (licensed) fishing, family outings, and relaxing...
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...
Built as a connector road on the outskirts of Dover, Kent County's POW/MIA Memorial Parkway also serves as a connector for cyclists and pedestrians, thanks to the paved sidepath trail constructed...
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...
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...
Located in southern Delaware's Trap Pond State Park, the American Holly Trail provides a short and scenic alternative to some of the park's longer pathways. Trail users can start their journey from...
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...
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 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 Capital City Trail forms an important leg in the evolving Saint Jones River Greenway trail system in the Dover area, creating a link between the three-mile Isaac Branch Greenway Trail and the...
There is a chunk of the path in the Burleigh/Whitesboro area that has been closed for months for no apparent reason that I can see by looking down the path. Perhaps someone forgot to remove the signs. This forces riders to leave the path or cut their ride short. Without the closure, I’d give it 5 stars.
The nicely paved route parallels a busy highway. Driveways on the other side. No vistas or water views.
Stayed at Cape Henlopen State Park and found we could connect the park trail, into Lewes (permanent pylons separating you from light traffic into town). There we connected to the Lewes-Georgetown trail for a short bit, then crossed Hwy 1 at the library to the Junction-breakwater trail. Rode into Rehoboth, where we were able to ride the boardwalk(after season, not allowed summer), then found the Gordon’s Pond trail (after a mile or so on residential road) back into Helopen park. Ended up with about a 19-mile loop! Nice shade and forest on the Junction-Breakwater trail, which is probably great for summer, a little cool in the shade in Nov.
Nice Ride through a State Park, I have been here on Many Weekday Afternoons after work & it has never been crowded. Main Trail Loops around Trap Pond & through the Campground, some Boardwalk, some Stone, Some narrower riding through the woods on Stone Dust. Plenty of other areas in the Park to ride as well. Easy to get 10 Miles in just cursing around the Park. Very Enjoyable
Really enjoy this Trail, have ridden it several times. Well laid out, enjoyable, plenty of great spots to eat on Kent Island. Always recommend it to Friends.
I have ridden this Trail many times as I live on the Maryland Shore & Go to Assateague often, I never added it here as it isn't a True Rail Trail but noticed someone had so I'll put my $.02 in. Very Flat, only hill is the Bridge over the Bay. Can be quite windy so I usually Park at Visitor Center & Ride south first as this is generally into the wind, but be sure to check the Flag when you get there as it does sometimes turn abound. Horses may be seen anywhere on the Island....you will see plenty of Horse Droppings! There are 2 Bayside Access roads which are worth a visit, there is also a Bike Trail in the State Park Campground Area that is easy to get to. It ends at a gravel Parking lot near a Construction access gate Midway down Bayberry Drive, so you can get from one Trail to the other & add some variety to your ride. No Ocean Views from the Trail but there are plenty of spots where you can stop in The National Park Campground Loops & walk up over the Dunes. Trail Ends at OSV Zone, which requires a Permit. I often Bring My Jeep & make a Day of it here, but it gets VERY Crowded on Summer Weekends. You can always Bike in even when there are Massive Summer Backups on the Road. Easy to get 10 - 15 miles in here if you get Creative.
I loved this ride. It is a great, well maintained trail.
It is a bit of a ride from our place in Selbyville, but it is well worth the trip to to ride the trails in the Rehoboth-Lewes area and avoid the aggressive drivers in our area.
I did modify the ride a bit. I started at the beginning of the Breakwater Junction trail and rode to Lewes. I did have to ride on the road for a short distance to get over the Rehoboth-Lewes Canal to get to Cape Henlopen State Park.
If you want a longer ride, you can connect with the Lewes Georgetown rail trail. I does not go all the way to Georgetown yet, but it will be a nice long ride when it is finished.
This trail is really beautiful. It’s hard to believe you leave the outlet mall and 30 seconds you’re on this beautiful secluded trail! Very well maintained. It was 3.8 miles from the Tanger outlet detour entrance to Lewes.
Recently relocated to the area and I couldn’t wait to explore the bike trails and learn a bit more about the area. This trail is magnificent!
I’m staying in a beach house in a community across from the park entrance on the Coastal Highway. The written review is accurate. Nothing challenging, entirely flat. I’d say about 90% of the entire loop is in shade under the trees’ canopy. Walkers and bikers, but not crowded on a week-day mid-afternoon. Fun diversion from the beach. Four stars because it goes by fast on a bike passing mostly light forest, with one water view. Did two loops. Peaceful and pretty…
Tranquility at it’s finest! Love having this trail so close to home for the dogs too.
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