Pocomoke City, MD Hike Trails and Maps

59 Reviews

Looking for the best Hike trails around Pocomoke City?

Find the top rated hike trails in Pocomoke City, whether you're looking for an easy short hike trail or a long hike trail, you'll find what you're looking for. Click on a hike trail below to find trail descriptions, trail maps, photos, and reviews.

  • Relevance
  • Name
  • Length
  • Most Popular
Activities
Length
Surfaces
Type
13 Results
Activities
Length
Surfaces
Type

413 Rail to Trail

4.5 mi
State: MD
Asphalt, Crushed Stone

Assateague Island Bike Path

4.9 mi
State: MD
Asphalt

Bob Trail

4.5 mi
State: DE
Boardwalk, Crushed Stone

Fred Hudson Road Trail

1.6 mi
State: DE
Asphalt, Crushed Stone

Georgetown-Lewes Trail

9.6 mi
State: DE
Asphalt

Prickly Pear Trail

3.5 mi
State: DE
Crushed Stone, Grass, Sand

Seahorse Trail

1.3 mi
State: DE
Dirt

Assawoman Canal Trail

1.2 mi
State: DE
Crushed Stone

Marshyhope Hike and Bike Trail

2.5 mi
State: MD
Asphalt, Gravel

Milton Rail-Trail

0.8 mi
State: DE
Asphalt

American Holly Trail

0.7 mi
State: DE
Crushed Stone

Point Lookout Railroad Trail

1 mi
State: MD
Dirt, Grass
Trail Image Trail Name States Length Surface Rating
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...
MD 4.5 mi Asphalt, Crushed Stone
Overview 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 4.9-mile paved, multi-use trail...
MD 4.9 mi Asphalt
Overview The Bob Trail (or simply, The Bob) in Trap Pond State Park loops around the perimeter of the 90-acre Trap Pond for 4.5 miles. The trail winds through hardwood forests, crosses a scenic dam...
DE 4.5 mi Boardwalk, Crushed Stone
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...
DE 1.6 mi Asphalt, Crushed Stone
Overview    Currently open in segments, the Georgetown-Lewes Trail takes a its relatively flat route that runs through tree-lined countryside into the coastal town of Lewes before ending in an...
DE 9.6 mi Asphalt
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
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 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...
DE 1.2 mi 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...
MD 2.5 mi Asphalt, Gravel
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...
DE 0.8 mi Asphalt
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 4.6 mi Dirt
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...
DE 0.7 mi Crushed Stone
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

Recent Trail Reviews

Redden State Forest Headquarters Loop Trail

Free and accessible.

March, 2025 by mih28271

An amazing free resource for the lower eastern shore. Flat sand trail mostly covered with pine needles. I would not recommend this trail if your tires are less than 50mm (2 inch) wide. Minimal but effective main trail markings. Multiple unmarked side trails. Adequate parking. Pack a lunch and make a day of it. This is a state forest not a park, there are port-a-john's near the parking area.

Milton Rail-Trail

Beautiful but leaves you wanting more

January, 2025 by tymetravler

We live in Milton and have visited the trail several times. Each time I think how awesome it would be if it connected to the larger trail system leading into Lewes, Cape Henlopen State Park, and Rehoboth. On occasion, we will get into the car and drive to one of those trailheads. The Milton rail trail is beautiful, but maybe be a little shortsighted for those wanting more of a workout/challenge/enjoyment.

Milton Rail-Trail

lovely semi-forested, pathed walk

July, 2024 by christine.m.layton

This trail goes through forest, field, and some pretty neighborhoods. Excellent for Pokemon players, dog walkers, and meanderers.

Accordion

Bob Trail

Firm trail through the wood

October, 2023 by nphillips_tl

Firm fine gravel or dirt through the woods around the pond. A small section near the dam was paved. The south side is about 8 feet wide with gradual curves. The north side is about four feet wide and winds through the trees with a couple of sharp turns. We went counterclockwise out of the campground and found that to be downhill all the way around, or felt that way. Really no hills, just a slight up on the wider path for a short distance. We had two inch tires which were fine. One inch tires would probably be fine too. It was an enjoyable ride through the woods. Stop at the lovely church restored church

Assawoman Canal Trail

Greenway & Waterway

September, 2023 by jmcginnis12

Stretching a little over a mile along the west bank of the waterway for which it is named, the Assawoman Canal Trail offers a serene getaway for residents and visitors alike in the Bethany Beach area.
The trail is comprised of a crushed stone pathway suited to biking, walking, wheelchairs and pushing baby strollers that passes through environments that alternate between lush woodlands and grassy meadows. Some of the homes that the trail passes have beautifully landscaped yards (stay on the trail!) and small boats are a common site along the adjacent canal. Although the trail crosses Cedar Ave. at-grade (flashing signals alert motorists when trail users cross), it passes beneath Route 26 next to the canal, ending at Riga Drive.
In addition to providing an experience to enjoy nature and get in shape, the trail also makes it possible for residents of Ocean View and Cedar Neck to access businesses along Route 26 without walking along local roads. Plans eventually call for the trail to be extended further southeast, connecting to South Bethany.
The only things preventing me from giving the trail five stars are the high mosquito population in the warmer months of the year and lack of benches. The dead end at the northwest terminus of the trail also precludes access to Elliott Ave. and Back Bay Tours, limiting its potential to connect to communities there.

Fred Hudson Road Trail

Nice Trail Fred

June, 2023 by reesjb

Surprisingly pleasant trail - crushed stone/pine needle surface w/ plenty of shade. 1 mile out and back w/ ample parking at the trailhead. There are several other trails at the parking area as well. Flat and scenic stroll thru the pine woods and fresh pond waters. Most enjoyable!

413 Rail to Trail

Great for biking

May, 2023 by sbabym

We did four miles yesterday and only saw four other bikers. Great flat path the shrubs and small trees along the path are beautiful but in some areas we had to go around because branches are growing over the path so if this isn’t maintained Mother Nature will take over and the path will be unusable and I would hate to see that happen! I don’t want to have to carry a machetes with me next time

Bob Trail

Nice Fall bike trail

October, 2022 by jamvjm

This was a nice ride to do in the fall. The route mostly went thru wooded areas. It was an easy mostly level ride over a gravel path that sometimes got narrow between the trees. It was 4.5 miles starting and ending at the nature center parking lot.

Marshyhope Hike and Bike Trail

Nice route but needs maintenance

September, 2022 by jimmiec_tl

Drove over from our home in Bridgeville, DE for a short, scenic ride this morning. The trail going upstream (north) from the Marina is paved. One short section crosses over to the east bank of the creek and returns via the E. Central Ave vehicular bridge. Markings or directional signs for the continuation of the path are lacking, but we figured it out.

A short way above the return to the west bank, we encounted a section of flooded path due to the high tide but we continued on to the loop at the northern end of the path.

Returning to the marina area, we took the path downstream (south) under the MD 318 bridge. The path here is poorly maintained crushed stone and seriously overgrown. The flooding along this stretch was even worse so we weren't able to continue on to the very end.

Still the path is a nice, short ride (or walk) that offers peaceful views of the creek. We were even afforded a close encounter with a Great Blue Heron we somehow snuck up on along one of the wooden sections south of Rte 318. Hopefully, the town can find some money to put into maintaining/improving the path in the near future.

413 Rail to Trail

413 Rail Trail

July, 2022 by dakota26

My husband and I rode this trail and loved it. It's a flat and easy enjoyable ride. Very nice and clean parking areas at both ends. The trail did have some pine cones and branches that could be cleared. It may be in future plans as they expand; a port o potty would be useful. Overall kudos to those responsible for this trail.

Georgetown-Lewes Trail

Three beautiful trails make up this loop

March, 2022 by bikeridesandbreweries

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.

Bob Trail

Nice Easy Ride

October, 2021 by beachbum25

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

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.