Find the top rated walking trails in Seaford, whether you're looking for an easy short walking trail or a long walking trail, you'll find what you're looking for. Click on a walking trail below to find trail descriptions, trail maps, photos, and reviews.
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...
Traversing the western edge of Dover, the Hazlettville/North Shared-Use Path is a sidepath trail that follows the southern side of Hazlettville Road and W North Street, providing a wide asphalt...
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...
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....
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 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...
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 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 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 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 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...
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 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...
Providing over a mile of trail between the Kent County communities of Smyrna and Clayton, the Smyrna-Clayton Bike Path is a nifty recreational asset that offers a nice path for outdoor exercise as...
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...
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 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 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 Milton Rail-Trail is a short, paved pathway in the small town of Milton, allowing local residents to get out and take a quick ride or walk along a flat, off-road corridor. The newest section of...
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 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 Wildwood Crest Bike Path is a one-mile bike path that runs along the beach from East Cresse Avenue to East Rambler Road.
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...
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 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 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...
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 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 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...
Providing over a mile of trail between the Kent County communities of Smyrna and Clayton, the Smyrna-Clayton Bike Path is a nifty recreational asset that offers a nice path for outdoor exercise as...
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...
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 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...
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 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...
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 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 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...
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 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...
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 Milton Rail-Trail is a short, paved pathway in the small town of Milton, allowing local residents to get out and take a quick ride or walk along a flat, off-road corridor. The newest section of...
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 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 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 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...
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 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...
Traversing the western edge of Dover, the Hazlettville/North Shared-Use Path is a sidepath trail that follows the southern side of Hazlettville Road and W North Street, providing a wide asphalt...
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...
Newly created trail from the Cape May County Park and zoo to the Oceanview South Seaville Volunteer fire station in Dennis Township. The trail is 7 1/2 miles long and extends through mostly wooded area and passes by a horse farm, residential communities, two golf courses. Although the trail is usable crews are still working on putting up fencing along the trail. The view is beautiful and the only time traffic is encountered is when the trail crosses over a roadway otherwise it is a serene setting. My entire ride on this new section of the trail northbound and southbound round trip from the Zoo was 37.50 miles
Where the trail currently begins (in Milton, Delaware) is unmarked and there is no parking. We parked on the side of a little-used road (Cool Spring Road) and jumped on the trail at the intersection of the busier route US 9 East. (A good address to look up is the Brimming Horn Meadery which is right on the trail and very close to the western trailhead.) We took off on the smooth asphalt trail through an airy forest of very tall pine trees, whose canopies hovered about 30 feet above us. Riding along the flat-as-a-pancake trail, we passed by both new and more established neighborhoods where flags and flowers festooned the trail’s edge to welcome bikers and pedestrians. We’d read that there were 12 intersections along the trail, but very few had any traffic. It was a fast and easy six miles to the outskirts of Lewes, a quaint little beach town, and it is here that we transitioned onto the Lewes-Rehoboth trails, which make up essentially one big 17-mile loop.
We decided to head counterclockwise on the loop, riding south, then east, through cornfields, neighborhoods, open marshes, and wooded patches outside Rehoboth. The town itself is where you can find any number of stores or restaurants to buy food or water. After a fairly short jaunt through the neighborhood streets of Rehoboth, we rode on the wide shoulder of Ocean Avenue heading north along the coast. Soon we were entering Cape Henlopen State Park and riding on one of the most unique and picturesque trails we’ve ever encountered. It’s almost entirely marsh land, inland bodies of water, and sand dunes. Snowy egrets, gray herons and a wide variety of marine life populate the marshes. At various points along the trail, there are observation decks and places to view the ocean and the remains of abandoned World War II-era watch towers, artillery, and barracks. It was a little tricky winding our way out of the park but eventually, we ended up on a road that paralleled the beach and led back into Lewes. There’s a cute little brewery right on the trail, then another big name brewery – that is a favorite of ours – back in Milton.
The nicely paved route parallels a busy highway. Driveways on the other side. No vistas or water views.
I parked at the East end of Long Point park. It was just off exit 43A (RT 50 West) and right next to a Royal Farms ,however, it has only 3 parking spots. There are many more parking spots at the West end of the park. Long Point Park is a small picturesque park where you wind through the trees. For the next 1-1.5 miles you parallel Rt 50 with views of the Chester river to the North and Prospect Bay to the South before crossing under Rt50 and continuing West. You then cross the Kent Narrows Bridge and cross back under Rt50 at Piney Narrows Road where there is also more parking. Traveling West you pass through small forests, marsh, and pass by several housing developments (about 3.5miles) before making a sharp right turn into Old Love Point Park. If you turn left you enter State St and should turnaround as I did. Old Love Point Park can get congested because you are passing through a sports complex of several ball fields, tennis courts, and soccer fields with Kent Island High School in view. You must cross several roads, so be wary of traffic especially Love Point Road, It’s about another mile to Terrapin Nature Park. In the park you can take several loops and you lose the asphalt. If you take the loop that parallels the Chesapeake (after about a mile) you come to a very small bridge with the beach and the Chesapeake Bay directly in front of you. Great view of the Chesapeake and Bay Bridge !! Here the trail is all sand and I had to dismount and walk SW along the beach for approximately 200 ft before the trail was hard packed again. I then continued my ride through the trees, passing through the Cross Island Trail Trailhead parking lot and looped back to where I entered Terrapin Nature Park. I then enjoyed the ride back to Long Point Park. The ride was about 15 miles and I savored a Krispy Kreme donut at the Royal Farms when finished.
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!
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