Milford, DE Dog Walking Trails and Maps

343 Reviews

Looking for the best Dog Walking trails around Milford?

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

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

American Holly Trail

0.7 mi
State: DE
Crushed Stone

Assateague Island Bike Path

4 mi
State: MD
Asphalt

Assawoman Canal Trail

1.2 mi
State: DE
Crushed Stone

Bob Trail

4.6 mi
State: DE
Boardwalk, Crushed Stone

Buena Borough Bike Path

1.9 mi
State: NJ
Asphalt

Cape Henlopen State Park Bike Loop

3.3 mi
State: DE
Asphalt

Capital City Trail

1.5 mi
State: DE
Asphalt, Brick, Concrete

Cold Spring Bike Path

2.7 mi
State: NJ
Asphalt

Corson's Inlet Rail Trail

0.33 mi
State: NJ
Gravel

Cross Island Trail

9.2 mi
State: MD
Asphalt

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

8.7 mi
State: DE
Asphalt, Concrete

Gordons Pond Trail

3.2 mi
State: DE
Boardwalk, Crushed Stone

Hazlettville/North Shared-Use Path

1.7 mi
State: DE
Asphalt, Concrete

Isaac Branch Greenway Trail

3.3 mi
State: DE
Asphalt, Concrete

Junction & Breakwater Trail

8.3 mi
State: DE
Asphalt, Concrete, Crushed Stone
Accordion

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

Michael Castle Trail

12.4 mi
State: DE
Asphalt

Middle Township Bike Path

8.9 mi
State: NJ
Asphalt

Milton Rail-Trail

0.8 mi
State: DE
Asphalt

Mispillion River Greenway

1.8 mi
State: DE
Boardwalk, Concrete

North Wildwood Seawall Trail

0.8 mi
State: NJ
Concrete

Ocean City Bike Path

0.9 mi
State: NJ
Asphalt

POW/MIA Parkway Shared-Use Path

3.3 mi
State: DE
Asphalt

Park Road Shared-Use Path

1.3 mi
State: DE
Asphalt

Pinelands Nature Trail

1.5 mi
State: DE
Sand

Port Norris Pathway

1 mi
State: NJ
Crushed Stone

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

Silver Lake Park Trail

0.6 mi
State: DE
Asphalt, Concrete

Smyrna-Clayton Bike Path

1.5 mi
State: DE
Asphalt

St. Michaels Nature Trail

1.3 mi
State: MD
Asphalt

Swamp Forest Trail

6.4 mi
State: DE
Crushed Stone, Dirt

Walking Dunes Trail

2.6 mi
State: DE
Crushed Stone

Wayne Gilchrest Trail

1.2 mi
State: MD
Asphalt

Wildwood Crest Bike Path

1 mi
State: NJ
Asphalt, Concrete

Woodbine Railroad Trail

3 mi
State: NJ
Asphalt
Trail Image Trail Name States Length Surface Rating
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
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
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
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
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 Cape Henlopen State Park Bike Loop spans 3.3 paved miles through the scenic park. The loop offers various branches that lead off into the marshes with wide vistas of the Atlantic Ocean, as well as...
DE 3.3 mi Asphalt
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
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
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
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....
MD 9.2 mi Asphalt
The Dennis Township Bike Path can be found in Cape May County in South Jersey. The trail begins on Woodbine Boulevard, behind the South Seaville Fire Station and extends southward for 2.4 miles within...
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
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 will extend 17 miles west to Georgetown, making it the...
DE 8.7 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
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
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
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 8.3 mi Asphalt, Concrete, Crushed Stone
Accordion
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...
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
The Michael Castle Trail offers a scenic 12-mile route along the north shore of the Chesapeake and Delaware Canal in northern Delaware. The trail is named after the former governor and US...
DE 12.4 mi 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...
NJ 8.9 mi Asphalt
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
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
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
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
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
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
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
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
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
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
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 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
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
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 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...
MD 1.2 mi Asphalt
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 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

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

Recent Trail Reviews

Kent Island South Trail

The nicely paved route parallels a busy highway. Driveways on the other side. No vistas or water views.

November, 2021 by blueheron490

The nicely paved route parallels a busy highway. Driveways on the other side. No vistas or water views.

Cross Island Trail

Relaxing ride

November, 2021 by davidisname

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.

Ben Cardin C&D Canal Recreational Trail

C & D Trail

November, 2021 by prhelt

This is really a 15 mile trail 30 miles round trip. It runs from Delaware City to Chesapeake City. The Ben Cardin is the short MD part and the Michael Castle is the DE part. If it was not for a sign you would not know you were going from one trail to the other at the state line. It is well paved and in very good shape. I few good hills where it had to take a detour for one reason or another, but not many. There is a short road (More Like a Parking lot) section when you go through a marina. That is the sharp turn on the map. There is another short road section in Delaware City but only because the signs say not to ride on the sidewalk which is really the trail at that point. No traffic at either. The canal is nice, but not a whole lot to see. Worth the trip. Only 4 stars as there was not much to see but the trail itself was great. If I lived near I would ride it a lot.

Accordion

Junction & Breakwater Trail

Very nice trail, beautiful woods

November, 2021 by cjkupfer

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.

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

Cross Island Trail

Nice Peaceful Ride

October, 2021 by beachbum25

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.

Assateague Island Bike Path

Great Ride

October, 2021 by beachbum25

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.

Gordons Pond Trail

Great Scenic Ride

October, 2021 by rideforever

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.

Junction & Breakwater Trail

loved it!

October, 2021 by hepdj

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.

Georgetown-Lewes Trail

Simply a beautiful and well maintained trail

September, 2021 by dfink4437

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!

Prickly Pear Trail

Peaceful and pretty

August, 2021 by keylights

I’m staying in a beach house in a community across from the park entrance on the Coastal Highway. The written review is accurate. Nothing challenging, entirely flat. I’d say about 90% of the entire loop is in shade under the trees’ canopy. Walkers and bikers, but not crowded on a week-day mid-afternoon. Fun diversion from the beach. Four stars because it goes by fast on a bike passing mostly light forest, with one water view. Did two loops. Peaceful and pretty…

Prickly Pear Trail

Gem

August, 2021 by motbluehen

Tranquility at it’s finest! Love having this trail so close to home for the dogs too.

Find Nearby City trails

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