Find the top rated trails in Seaford, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
The Middle Township Bike Path runs for just shy of 5 miles, between Cape May County Park and the community of Whitesboro, following the former route of the Cape May Seashore Line. Along the way,...
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...
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 Loblolly Trail 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 travels over...
The Cape May County Board of Chosen Freeholders officially opened the Cold Spring Bike Path in Lower Township on December 4, 2002. The 2.7-mile bike path runs from Sandman Boulevard to Sally Marshall...
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 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...
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 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 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 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 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 Strawberry Lake Way Bicycle Path is a 2.2 mile trail that is located between Laurel and Annapolis in Anne Arundel County Maryland. The trail starts at Piney Orchard Elementary School, and ends at...
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 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...
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 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 Cape May County Board of Chosen Freeholders officially opened the Cold Spring Bike Path in Lower Township on December 4, 2002. The 2.7-mile bike path runs from Sandman Boulevard to Sally Marshall...
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 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 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...
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....
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 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 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 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...
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 Strawberry Lake Way Bicycle Path is a 2.2 mile trail that is located between Laurel and Annapolis in Anne Arundel County Maryland. The trail starts at Piney Orchard Elementary School, and ends at...
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 Middle Township Bike Path runs for just shy of 5 miles, between Cape May County Park and the community of Whitesboro, following the former route of the Cape May Seashore Line. Along the way,...
The Loblolly Trail 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 travels over...
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 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 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...
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...
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 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 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...
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 Cape May County Board of Chosen Freeholders officially opened the Cold Spring Bike Path in Lower Township on December 4, 2002. The 2.7-mile bike path runs from Sandman Boulevard to Sally Marshall...
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 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 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 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 Loblolly Trail 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 travels over...
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...
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 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 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 Strawberry Lake Way Bicycle Path is a 2.2 mile trail that is located between Laurel and Annapolis in Anne Arundel County Maryland. The trail starts at Piney Orchard Elementary School, and ends at...
Couldn’t wait to get back to the beach to ride this trail again. It’s the easiest trail to ride and the views and scenery are awesome. I like to park at revelations microbrewery, trail goes right by it and they aloud parking there and have a cold one.
We caught a break from the heat wave and had beautiful weather. Started from Terrapin Nature Park and caught the Cross Island Trail and took it all the way over to Kent Narrows. Had lunch at the Jetty. The best part is that we were able to bring our puppy in the pet trailer and the Jetty was pet friendly with outdoor dining. Such an amazing day. Was a bit tougher on the return but only because we have not been out riding this season. The trail is relatively flat and mostly shaded. We spent some time on the beach back at Terrapin Nature Park to recover before heading over to Queenstown for the outlets and then returning home. Great day trip!
Visited in May 2018 & tried to walk from the Ocean Drive trailhead towards Herring Point. This is a nicely planned, well-maintained trail and a lot of cyclists were enjoying it. Unfortunately, the main attraction, Gordon’s Pond, was dry and foul-smelling; more of a caked mudflat than a body of water. After one mile, we turned back because the flies and hot sun made the experience more unpleasant than the smell. We’ll try again next time we’re in Lewes.
Rode the Kent Island South Trail from Matapeake State Park to Romancoke Fishing Pier May 14, 2018. I started from the north end and rode on a Monday and only saw two joggers on the entire round-trip. Did see four bikers just starting the trail as I returned to my car. This trail runs within 15-40 yards of route 8 so you do hear some road noise from the cars. I would say 90% of the trail is in the sun. I only saw a porti-potty at the north end but there are restrooms at the Romancoke end so if you are riding with females or children I suggest you start at the southern end so they have a flush facility to use. If you wanted to add some distance to your ride there are several communities you could ride into. There are 2 gas stations and a carryout pizza shop about 2 miles north of the Matapeake end but I saw nothing along the trail or at the south end.
Great Loop.... Started at Gordon's Pond Parking lot just north of Rehobeth. Rode north on Gordon's Pond Loop, connected via the Cape Henlopen trail past the bath house and onto Rt. 9 to Lewes. Connected with the Junction and Breakwater back to Rehobeth.
Good Surfaces all the way.... was initially concerned with traffic on Rt. 9, but we rode thru a neighborhood parallel to the road and came back onto Rt. 9 just before the Ferry terminal. Don't take Rt. 9 into Lewes, go an extra block and take Savannah Road into Lewes. There's a Dairy Queen on the corner and you can see the Lewes beach right there. Signs for connection to Breakwater Trail are visible right after the little drawbridge.
The end of the trail is a little confusing...the sign is outdated, but if you go left on rt. 273 and turn right on Canal Crossing Road (~200yds) to Church street you'll arrive at Rehobeth Ave. to turn left into town..
I love this trail, only problem is, it's not long enough.
I've walked this trail starting from Historic Cold Spring Village and going south from there. It's nice that the old railroad buildings and signs are still in place. Except for right in front of Historic Cold Spring Village, the trail is shaded pretty well by trees and foliage on both sides of the trail. So, there's not a whole lot to see, but the trail is far away from traffic at the section of the trail. It's a nice little bit of exercise to add to a day at Historic Cold Spring Village.
way too sandy!! had to push bikes half the time... left covered in deer ticks
This trail is only a little over one mile but it will eventually go the whole way to Georgetown. The part that is completed is paved. I hope this trail is completed as soon possible. It will be great for Sussex County.
The Gordon Pond Trail is a great ride. We rode from Rehoboth Beach to Lewes and linked up with the Junction and Breakwater Trail for our return trip to Rehoboth Beach. The total loop it about 18 miles. We have done this ride numerous times and each time it is great experience. Both trails are well maintained.
We know the route but for someone who is not familiar with the route this could cause a problem. The connection between the two trails is not well marked. The bike shops in the area provide maps but markings that link the two trails would be very helpful.
The Junction and Breakwater Trail is a great ride. We rode from Rehoboth Beach to Lewes by way of the Gordon Pond Trail and linked up with the Junction and Breakwater Trail for our return trip to Rehoboth Beach. The total loop it about 18 miles. We have done this ride numerous times and each time it is great experience. Both trails are well maintained.
We know the route but for someone who is not familiar with the route this could cause a problem. The connection between the two trails is not well marked. The bike shops in the area provide maps but markings that link the two trails would be very helpful.
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