Milford, DE Running Trails and Maps

394 Reviews

Looking for the best Running trails around Milford?

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

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Activities
Length
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48 Results
Activities
Length
Surfaces
Type

Assateague Island Bike Path

4 mi
State: MD
Asphalt

Bob Trail

4.6 mi
State: DE
Boardwalk, Crushed Stone

Cape Henlopen State Park Bike Loop

3.3 mi
State: DE
Asphalt, Concrete

Cold Spring Bike Path

2.7 mi
State: NJ
Asphalt

Cross Island Trail

6.5 mi
State: MD
Asphalt, Boardwalk

Dennis Township Bike Path

2.4 mi
State: NJ
Asphalt

Easton Rails-to-Trails

2.5 mi
State: MD
Asphalt

Elephant Swamp Trail

5 mi
State: NJ
Crushed Stone, Dirt, Gravel, Woodchips

Fred Hudson Road Trail

1.6 mi
State: DE
Asphalt, Crushed Stone

Georgetown-Lewes Trail

9.6 mi
State: DE
Asphalt

Gordons Pond Trail

3.2 mi
State: DE
Boardwalk, Crushed Stone

Isaac Branch Greenway Trail

3.3 mi
State: DE
Asphalt, Concrete

Junction & Breakwater Trail

8.3 mi
State: DE
Asphalt, Concrete, Crushed Stone

Michael N. Castle C&D Canal Trail

12.4 mi
State: DE
Asphalt

Middle Township Bike Path

13 mi
State: NJ
Asphalt

North Wildwood Seawall Trail

0.8 mi
State: NJ
Concrete

Park Road Shared-Use Path

1.3 mi
State: DE
Asphalt

Port Norris Pathway

1 mi
State: NJ
Crushed Stone

Prickly Pear Trail

3.5 mi
State: DE
Crushed Stone, Grass, Sand
Accordion

Salt Marsh Spur

1.2 mi
State: DE
Sand

Seahorse Trail

1.3 mi
State: DE
Dirt

St. Michaels Nature Trail

1.3 mi
State: MD
Asphalt

Walking Dunes Trail

2.6 mi
State: DE
Crushed Stone

Wildwood Crest Bike Path

1 mi
State: NJ
Asphalt, Concrete

Assawoman Canal Trail

1.2 mi
State: DE
Crushed Stone

Buena Borough Bike Path

1.9 mi
State: NJ
Asphalt

Kent Island South Trail

5.8 mi
State: MD
Asphalt

Killens Pond Bike Trail

2 mi
State: DE
Asphalt, Concrete, Crushed Stone

Little Jersey Trail

8.1 mi
State: DE
Crushed Stone, Dirt

Marshyhope Hike and Bike Trail

2.5 mi
State: MD
Asphalt, Gravel

Maurice River Bikeway Trail

1.4 mi
State: NJ
Asphalt, Crushed Stone

Ocean City Bike Path

0.9 mi
State: NJ
Asphalt

Smyrna-Clayton Bike Path

1.5 mi
State: DE
Asphalt

Swamp Forest Trail

6.4 mi
State: DE
Crushed Stone, Dirt

Wayne Gilchrest Trail

2.1 mi
State: MD
Asphalt

Woodbine Railroad Trail

3 mi
State: NJ
Asphalt

Corson's Inlet Rail Trail

0.33 mi
State: NJ
Gravel

Pinelands Nature Trail

1.5 mi
State: DE
Sand

Seaside Nature Trail

0.7 mi
State: DE
Sand

American Holly Trail

0.7 mi
State: DE
Crushed Stone

Capital City Trail

1.5 mi
State: DE
Asphalt, Brick, Concrete

Hazlettville/North Shared-Use Path

1.7 mi
State: DE
Asphalt, Concrete

Milton Rail-Trail

0.8 mi
State: DE
Asphalt

Mispillion River Greenway

1.8 mi
State: DE
Boardwalk, Concrete

POW/MIA Parkway Shared-Use Path

3.3 mi
State: DE
Asphalt

Silver Lake Park Trail

0.6 mi
State: DE
Asphalt, Concrete
Trail Image Trail Name States Length Surface Rating
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...
MD 4 mi Asphalt
Maryland's Ben Cardin C&D Canal Recreational Trail links to Delaware's Michael Castle Trail; both run along the north bank of the Chesapeake and Delaware (C&D) Canal and meet at the state line. The...
MD 1.8 mi Asphalt
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...
DE 4.6 mi Boardwalk, Crushed Stone
Cape Henlopen State Park, on Delaware’s Atlantic coastline, is one of the state’s must-see destinations. William Penn (founder of Pennsylvania) once owned much of the land that’s now the park, but in...
DE 3.3 mi Asphalt, Concrete
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...
NJ 2.7 mi Asphalt
Explore the best of the Eastern Shore on Queen Anne’s County’s Cross Island Trail, which runs the width of Kent Island from east to west, stretching between two nature parks. With many access points...
MD 6.5 mi Asphalt, Boardwalk
The Dennis Township Bike Path can be found in Cape May County in South Jersey and is part of the Cape May County Trail Network. The trail begins on Woodbine Boulevard, behind the South Seaville Fire...
NJ 2.4 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
TRAIL CLOSED: As a precaution to help limit the spread of COVID-19, the local managing authority has temporarily closed this trail to non-residents. As you walk along the Elephant Swamp Trail, it’s...
NJ 5 mi Crushed Stone, Dirt, Gravel, Woodchips
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
The Georgetown-Lewes Trail is popular for its relatively flat route that runs through tree-lined countryside into the coastal town of Lewes before ending in an oceanside state park. The trail is part...
DE 9.6 mi Asphalt
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
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...
DE 3.3 mi Asphalt, Concrete
The Junction & Breakwater Trail follows a section of the former Penn Central railroad, connecting the Delaware beach towns of Rehoboth Beach and Lewes. Winding through 4.1 miles of Cape Henlopen State...
DE 8.3 mi Asphalt, Concrete, Crushed Stone
Overview The Michael N. Castle C&D Canal Trail offers a scenic 12.4-mile route along the north shore of the Chesa­peake and Delaware Canal in northern Delaware. The popular trail is named after the...
DE 12.4 mi Asphalt
Cape May’s 13-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...
NJ 13 mi Asphalt
Along New Jersey's coast, a pathway atop a concrete sea wall provides a popular place for North Wildwood residents and visitors to enjoy ocean views. Beginning near 2nd Avenue and John F. Kennedy...
NJ 0.8 mi Concrete
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...
DE 1.3 mi Asphalt
This community trail begins at the intersection of Main and Pearl streets in the town of Port Norris, near the mouth of the Maurice River. It connects Port Norris with Bivalve. At one time the area...
NJ 1 mi Crushed Stone
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
Accordion
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 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
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
The Wildwood Crest Bike Path is a one-mile bike path that runs along the beach from East Cresse Avenue to East Rambler Road.
NJ 1 mi Asphalt, Concrete
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
This bike path begins along Southwest Boulevard at Harding Highway (US 40). It continues alongside the boulevard, then crosses Central Avenue and slipping into Bruno Melini Memorial Park, Buena’s...
NJ 1.9 mi Asphalt
The Kent Island South Trail is one of two popular recreational trails on Maryland’s Kent Island, the largest island in the Chesapeake Bay (the other is the Cross Island Trail). The trail runs parallel...
MD 5.8 mi Asphalt
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 mi Asphalt, Concrete, Crushed Stone
The Little Jersey Trail loops through Lums Pond State Park on a wide, packed earth surface that accommodates hikers, cyclists and equestrians. The trail is the longer of two loops; the Swamp Forest...
DE 8.1 mi Crushed Stone, Dirt
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 Maurice River Bikeway Trail provides access to shops, recreational parks, and riverside riding all in one. Starting behind the city hall, travelers will be just off the river on Ware Avenue in...
NJ 1.4 mi Asphalt, Crushed Stone
Ocean City Bike Path offers a short, paved route through the center of Ocean City and allows visitors a glimpse into the history of this interesting seaside town. The trail parallels Haven Avenue...
NJ 0.9 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
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...
DE 1.5 mi Asphalt
The Swamp Forest Trail loops through Lums Pond State Park on a packed earth surface that accommodates hikers and cyclists. The trail is the shorter of two loops; the Little Jersey Trail runs closer to...
DE 6.4 mi Crushed Stone, Dirt
The Wayne Gilchrest Trail offers a scenic off-road route across historical Chestertown on the Eastern Shore, connecting Wilmer Park on the Chester River with Washington College on the north side of...
MD 2.1 mi Asphalt
The Woodbine Railroad Trail occupies the right-of-way of a former Pennsylvania and Reading Railroad line. The paved pathway traverses Woodbine as it parallels Dehirsch Avenue; a wide grassy median...
NJ 3 mi Asphalt
Corson's Inlet Rail-Trail begins at the parking lot off County 619 (by the bridge) in Corson's Inlet State Park and runs for a short distance across the upper dunes above the beach. There are plans to...
NJ 0.33 mi Gravel
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 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
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 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...
DE 1.5 mi Asphalt, Brick, Concrete
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...
DE 1.7 mi Asphalt, Concrete
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
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
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...
DE 3.3 mi Asphalt
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...
DE 0.6 mi Asphalt, Concrete

Recent Trail Reviews

Ben Cardin C&D Canal Recreational Trail

Ben Cardin C&D Canal Trail

April, 2024 by dillar

Great Trail with a seemless connection to Delaware’s Michael Castle Trail Paved the entire route, and “car width” wide. Parking at the Chesapeake City end is under the MD213 bridge. (The new paved lot mentioned in previous reviews is for the restaurant). Make sure it is not windy on your ride day. The canal is very wide and there is no windbreak, so a good tailwind turns into a terrible headwind on the way back. There are a couple switchbacks to get elevation gain but those are only for about 50’ of gain. Ice Cream shop right of the trail in St.GeorgesDE.opens the end of April.

Michael N. Castle C&D Canal Trail

Michael N. Castle C & D Canal Trail

November, 2023 by thejake91739

Q: If I bike ride the short 1.8 mile Ben Cardin trail in Maryland, should I bother continuing on to Delaware's Michael N. Castle trail?
A: Most definitely! Why stop after just two miles?

Q: Is it as flat and easy as the Ben Cardin trail?
A: It's mostly long, flat and occasionally curves as it parallels the not perfectly straight canal, but there are three places where the trail leaves the canal and climbs up the side of the hill. There it's curvier and takes you through woodlands and by a marina.

Q: Are the hills strenuous?
A: For regular, fit bikers and old guys like me with a Swytch pedal assist system, no. For others I would say yes.

Q: How strenuous?
A: One is steep enough to warrant two switchbacks. I also encountered a middle aged couple at the top of one of the hills resting, recovering, and acting like, What have we gotten ourselves into? I also observed another young, fit woman jogging who had to stop halfway up the hill, bend over, and put her hands on her knees.

Q:Is it picturesque?
A: Yes, lots of interesting photo ops of bridges, the canal, birds, woodlands, salt marshes, watercraft, charming homes, and historical sites.

Q: So if I start in Maryland and reach 5th Street in Delaware City, that's where I turn around?
A: Technically, that's the end of the Castle Trail, but why stop there? Cross the road and continue for another mile or so along quiet Canal Road and the Delaware City Marina to old, historic Delaware City, Battery Park, and Delaware Bay! You'll regret it if you don't!

Q: Are there any rest stops or restrooms?
A: There are restrooms at South Lums Trailhead on the trail and at Battery Park. There are also benches consistently along the canal about every 250 yards!

Q: Is it safe? What are the trail users like?
A: The friendliest and most polite you could ever hope for!

Q: As a former educator, what grade would you give this trail?
A: An A, but not an easy A. You'll have to work hard to complete those six inclines (assuming you're traveling the entire distance and doing a round trip).

Ben Cardin C&D Canal Recreational Trail

Ben Cardin C & D Canal recreation Trail

November, 2023 by thejake91739

Officially, this Maryland trail is only 1.8 miles, perfect for the fine folks of Chesapeake City or tourists to take a stroll out to the state line with Delaware and back. In fact, as I sat on the deck of the Ship Watch Inn across the canal from the path's trailhead the evening before I rode it, I saw so many people doing just that.

The 3.6 miles round trip is perfect for walkers since it is flat, quiet, and picturesque. When I started my bike ride the next morning at sunrise, all I encountered were runners and friendly dog walkers.

However, those of us on bikes aren't going to stop after two miles, so be sure to combine this with the Delaware portion of the canal trail for an additional twelve miles.

AND . . . don't stop after those twelve miles. Since you've already gone that far, continue across 5th Street in Delaware City into the park and then bear right toward Canal Street to travel another mile or so to historical Delaware City, Battery Park, and Delaware Bay! Total round trip of thirty miles.

WARNING: If you decide to continue on to Delaware City, there are three hills on Delaware's Ben Cardin Trail. Thank goodness for my Swytch pedal assist!

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

Dennis Township Bike Path

24 miles from start to Cape May Point Lighthouse State Park

October, 2023 by tjfogelberg

I biked 2 miles South (Corson Tavern Road) from the Thousand Trails Lake and Shore campground (Oceanview) to the northern most trailhead and continued on to the Cape May Point Lighthouse State Park. What a great 24 mile ride! Very little interaction with cars. 100% paved (recent). This trail interacts with Middle Township and Cold Spring trail. Worth looking for...it was a bit tricky to find the trail heads. There was limited parking at a few of the trailheads. No restrooms on trail but I did see a few convenience stores along the way and also a city park (Railroad Avenue Park) closer to Cape May that had a bike station, drinking fountain and portable toilet.

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.

Dennis Township Bike Path

Nice narrow bike path

September, 2023 by joenad55

This was just completed in the last couple of years. A bit narrower than what I like to jog on, but this part goes all the way to the county line. The trees are set far back, which means this is in the sun most of the day. Would recommend going out early or late in the day. Have to cross a couple of roads with light traffic, and then Rt 83. Connects to the trail in Middle Township at the county line.

Smyrna-Clayton Bike Path

Community Connector

September, 2023 by jmcginnis12

Actually a small network of multi-use trails, the Smyrna-Clayton Bike Path gives residents of both of these communities a great alternative to walking or biking along busy local roads.
The trail is comprised of two main branches, starting from Duck Creek Parkway on either side of the High School and Middle School campus. The northwest branch separates the high school from adjacent mini-storage facilities and a residential subdivision, while the northeast division follows a powerline that runs along a branch of Duck Creek and connects to the west side of Smyrna via a footbridge. Both branches of the trail wrap around the campus and converge just south of a small cow pasture. The trail continues southeast of here, crossing the creek on a footbridge and ending at the intersection of Routes 6 and 300.
In addition to giving local residents a chance to enjoy nature, the trail gives students at the high and middle schools a safe means to walk to and from school . Unfortunately, I noticed some minor deterioration on the footbridge northwest of the Route 6 and 300 intersection. People who are sensitive to loud noises should also be aware that the local fire company's emergency alert siren is just north of the junction between the northwest and northeast branches of the trail.

Easton Rails-to-Trails

Pleasant ride on a hot afternoon

August, 2023 by fisher1_tl

We just got back from a ride. Parked at the north end of the trail, and rode to the southern end and back. Took a detour through the new John F. Ford park, which was a nice surprise. Except for a few tree root speed bumps and some hickory nuts, the paved trail was in very good condition. More than half is shaded in the afternoon. Passed a few pedestrians, but had the trail mostly to ourselves. Not a trail to go speed riding, as there are frequent gates at road crossings.

North Wildwood Seawall Trail

walking only

August, 2023 by 7d229h6b2k

Note that bikes, scooters and skates are not allowed on the Seawall. Walking trail only.

Cross Island Trail

Best easy ride

July, 2023 by kearns4fun

Loved this trail ride. Stayed cool on a hot day with all the canopy of greenery. Started in the nature park at west trail head and travelled east to Royal Farms. So many changes in scenery along the way. Well marked which is always a bonus. Would definitely recommend!!

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!

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