Fruitland, MD Walking Trails and Maps

96 Reviews

Looking for the best Walking trails around Fruitland?

Find the top rated walking trails in Fruitland, 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.

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Activities
Length
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Type
19 Results
Activities
Length
Surfaces
Type

Cape Henlopen State Park Bike Loop

3.3 mi
State: DE
Asphalt

Easton Rails-to-Trails

2.5 mi
State: MD
Asphalt

Georgetown-Lewes Trail

1.1 mi
State: DE
Asphalt, Concrete

Gordons Pond Trail

3.2 mi
State: DE
Boardwalk, Crushed Stone

Junction & Breakwater Trail

6.4 mi
State: DE
Asphalt, Crushed Stone

Killens Pond Bike Trail

2.3 mi
State: DE
Asphalt, Concrete, Crushed Stone

Loblolly Trail

4.9 mi
State: DE
Boardwalk, Crushed Stone

Mispillion River Greenway

1.8 mi
State: DE
Boardwalk, Concrete

Pinelands Nature Trail

1.5 mi
State: DE
Sand

Point Lookout Railroad Trail

1 mi
State: MD
Dirt, Grass

Prickly Pear Trail

3.5 mi
State: DE
Crushed Stone, Grass, Sand

Salt Marsh Spur

1.2 mi
State: DE
Sand

Seahorse Trail

1.3 mi
State: DE
Dirt

Seaside Nature Trail

0.7 mi
State: DE
Sand

St. Mary's River State Park

7.5 mi
State: MD
Dirt

St. Michaels Nature Trail

1.3 mi
State: MD
Asphalt

Three Notch Trail

13.1 mi
State: MD
Asphalt

Walking Dunes Trail

2.6 mi
State: DE
Crushed Stone
Trail Image Trail Name States Length Surface Rating
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...
DE 3.3 mi Asphalt
The Easton Rails to Trails runs from Dutchmans Lane in southern Easton, Maryland, to North Easton Park—a large sports complex—over 2.5 miles away. The trail opened in 1998 and has been a popular local...
MD 2.5 mi Asphalt
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...
DE 1.1 mi Asphalt, Concrete
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...
DE 3.2 mi Boardwalk, 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...
DE 6.4 mi Asphalt, Crushed Stone
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...
DE 2.3 mi Asphalt, Concrete, Crushed Stone
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...
DE 4.9 mi Boardwalk, 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...
DE 1.8 mi Boardwalk, Concrete
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...
DE 1.5 mi Sand
The Point Lookout Railroad Trail (also called Periwinkle Point Nature Trail) follows a corridor that was cleared in the early 1800s for a planned railroad line connecting Point Lookout, Maryland, to...
MD 1 mi Dirt, Grass
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...
DE 3.5 mi Crushed Stone, Grass, Sand
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...
DE 4 mi Dirt
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...
DE 1.2 mi Sand
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...
DE 1.3 mi Dirt
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...
DE 0.7 mi Sand
Nestled amongst the trees of St. Mary's River State Park, trail-goers will find an 8-mile path that loops around St. Mary's Lake, offering beautiful natural scenery and the chance to catch a glimpse...
MD 7.5 mi Dirt
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...
MD 1.3 mi Asphalt
Southern Maryland's Three Notch Trail is a work-in-progress under the guidance of St. Mary's County and other stakeholders. When complete, the recreational trail will extend 28 miles along an...
MD 13.1 mi Asphalt
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...
DE 2.6 mi Crushed Stone

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Trails by activity

Junction & Breakwater Trail

DE - 6.4 miles

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...

St. Michaels Nature Trail

MD - 1.3 miles

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...

Georgetown-Lewes Trail

DE - 1.1 miles

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...

Easton Rails-to-Trails

MD - 2.5 miles

The Easton Rails to Trails runs from Dutchmans Lane in southern Easton, Maryland, to North Easton Park—a large sports complex—over 2.5 miles away. The trail opened in 1998 and has been a popular local...

Accordion

Killens Pond Bike Trail

DE - 2.3 miles

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...

Cape Henlopen State Park Bike Loop

DE - 3.3 miles

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...

Three Notch Trail

MD - 13.1 miles

Southern Maryland's Three Notch Trail is a work-in-progress under the guidance of St. Mary's County and other stakeholders. When complete, the recreational trail will extend 28 miles along an...

Gordons Pond Trail

DE - 3.2 miles

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...

Loblolly Trail

DE - 4.9 miles

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...

Prickly Pear Trail

DE - 3.5 miles

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...

Mispillion River Greenway

DE - 1.8 miles

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...

Seahorse Trail

DE - 1.3 miles

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...

Walking Dunes Trail

DE - 2.6 miles

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...

Seaside Nature Trail

DE - 0.7 miles

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...

Mispillion River Greenway

DE - 1.8 miles

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...

Easton Rails-to-Trails

MD - 2.5 miles

The Easton Rails to Trails runs from Dutchmans Lane in southern Easton, Maryland, to North Easton Park—a large sports complex—over 2.5 miles away. The trail opened in 1998 and has been a popular local...

Pinelands Nature Trail

DE - 1.5 miles

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...

Accordion

Killens Pond Bike Trail

DE - 2.3 miles

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...

Prickly Pear Trail

DE - 3.5 miles

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...

Salt Marsh Spur

DE - 1.2 miles

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...

Three Notch Trail

MD - 13.1 miles

Southern Maryland's Three Notch Trail is a work-in-progress under the guidance of St. Mary's County and other stakeholders. When complete, the recreational trail will extend 28 miles along an...

St. Mary's River State Park

MD - 7.5 miles

Nestled amongst the trees of St. Mary's River State Park, trail-goers will find an 8-mile path that loops around St. Mary's Lake, offering beautiful natural scenery and the chance to catch a glimpse...

Junction & Breakwater Trail

DE - 6.4 miles

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...

Georgetown-Lewes Trail

DE - 1.1 miles

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...

Redden State Forest Headquarters Loop Trail

DE - 4 miles

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...

Seahorse Trail

DE - 1.3 miles

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...

Gordons Pond Trail

DE - 3.2 miles

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...

Cape Henlopen State Park Bike Loop

DE - 3.3 miles

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...

Walking Dunes Trail

DE - 2.6 miles

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...

Point Lookout Railroad Trail

MD - 1 miles

The Point Lookout Railroad Trail (also called Periwinkle Point Nature Trail) follows a corridor that was cleared in the early 1800s for a planned railroad line connecting Point Lookout, Maryland, to...

St. Michaels Nature Trail

MD - 1.3 miles

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...

Loblolly Trail

DE - 4.9 miles

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...

Seaside Nature Trail

DE - 0.7 miles

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...

Salt Marsh Spur

DE - 1.2 miles

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...

Easton Rails-to-Trails

MD - 2.5 miles

The Easton Rails to Trails runs from Dutchmans Lane in southern Easton, Maryland, to North Easton Park—a large sports complex—over 2.5 miles away. The trail opened in 1998 and has been a popular local...

Prickly Pear Trail

DE - 3.5 miles

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...

Accordion

Loblolly Trail

DE - 4.9 miles

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...

Killens Pond Bike Trail

DE - 2.3 miles

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...

Mispillion River Greenway

DE - 1.8 miles

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...

Georgetown-Lewes Trail

DE - 1.1 miles

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...

Junction & Breakwater Trail

DE - 6.4 miles

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...

St. Michaels Nature Trail

MD - 1.3 miles

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...

Point Lookout Railroad Trail

MD - 1 miles

The Point Lookout Railroad Trail (also called Periwinkle Point Nature Trail) follows a corridor that was cleared in the early 1800s for a planned railroad line connecting Point Lookout, Maryland, to...

St. Mary's River State Park

MD - 7.5 miles

Nestled amongst the trees of St. Mary's River State Park, trail-goers will find an 8-mile path that loops around St. Mary's Lake, offering beautiful natural scenery and the chance to catch a glimpse...

Pinelands Nature Trail

DE - 1.5 miles

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...

Walking Dunes Trail

DE - 2.6 miles

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...

Cape Henlopen State Park Bike Loop

DE - 3.3 miles

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...

Three Notch Trail

MD - 13.1 miles

Southern Maryland's Three Notch Trail is a work-in-progress under the guidance of St. Mary's County and other stakeholders. When complete, the recreational trail will extend 28 miles along an...

Gordons Pond Trail

DE - 3.2 miles

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 Headquarters Loop Trail

DE - 4 miles

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...

Seahorse Trail

DE - 1.3 miles

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...

Recent Trail Reviews

Redden State Forest Headquarters Loop Trail

Nice and secluded

November, 2018 by thecrowsnest

This trail is wonderful in fall, beautiful foliage.

Junction & Breakwater Trail

Awesome Trail

July, 2018 by sheranee

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.

Gordons Pond Trail

Gordon’s Mudflat

May, 2018 by vivian.bedoya

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.

Accordion

Junction & Breakwater Trail

J&B and Gordon's Pond

May, 2018 by dillar

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..

Redden State Forest Headquarters Loop Trail

terrible

October, 2017 by tanya920

way too sandy!! had to push bikes half the time... left covered in deer ticks

Georgetown-Lewes Trail

Great potential

October, 2017 by kshell

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.

Gordons Pond Trail

Great loop with the Junction and Breakwater Trail

October, 2017 by kshell

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.

Junction & Breakwater Trail

Great loop with Gordon Pond Trail

October, 2017 by kshell

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.

Three Notch Trail

Wide, smooth trail

September, 2017 by george127

I parked today at the St. Mary's County Welcome Center and got on the trail near there, just a block away. There are only a few parking spaces there. More parking is available at the Northern Senior Center, a little further north (29655 Charlotte Hall Rd).
I rode 8 miles south on the trail, to John V. Baggett Park. The trail is smooth and quite wide for a bike trail. It's actually wide enough for a vehicle, and I did see one Amish buggy going down the trail. I didn't know that there were Amish communities in Maryland.
There are a couple of spot-a-pots along that section of the trail.

Three Notch Trail

Trail worth running

June, 2017 by webnan

Finally found a trail in these parts... and it reminds me of those in DC and Cambridge, which I very much enjoyed. Yes, you can hear the Rt235 traffic for about 3/4 mile from John V Baggett park, but its better than running alongside them. Nature (sometimes homes and nature) are still between you and the highway. Keep going and all you will hear are the birds and your own breath. Its shady and smooth, and very nice to run, walk, or ride on. Come on MD... give us more of the Rail Trail!

Gordons Pond Trail

Scenic, well designed trail

May, 2017 by joe.weinert

After parking in Cape May, we ferried our bikes to Lewes and rode to Rehobeth Beach through Cape Henlopen State Park. Almost half of this very pleasant, 7.4-mile ride was on the Gordon Pond Trail. The packed-cinder trail was no issue for my 28 mm tires and the ride was smooth and incredibly scenic. We rode on a beautiful Sunday mid-morning of Memorial Day weekend and for most of the southbound trip it was like riding on I-95 in terms of traffic - never seen anything like it. I've been in bike-a-thons that were less crowded. That said, the packed trail did not detract from one of the better biking experiences I've had. Highly recommended - though you may want to choose your times with care.

Cape Henlopen State Park Bike Loop

beautiful, & of course flat! :-)

April, 2017 by galeljames

We rode though, enjoyed sand dunes, views. Serenity.

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