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Milford, DE Dog Walking Trails and Maps

416 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.

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Activities
Length
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48 Results
Activities
Length
Surfaces
Type

Assateague Island Bike Path
4.9 mi
State: MD
Asphalt

Ben Cardin C&D Canal Recreational Trail
1.8 mi
State: MD
Asphalt

Bob Trail
4.5 mi
State: DE
Boardwalk, Crushed Stone

Cape Henlopen State Park Bike Loop
3.8 mi
State: DE
Asphalt, Concrete

Cold Spring Bike Path
2.7 mi
State: NJ
Asphalt

Cross Island Trail
9.13 mi
State: MD
Asphalt, Boardwalk

Dennis Township Bike Path
2.4 mi
State: NJ
Asphalt

Easton Rails-to-Trails
4.6 mi
State: MD
Asphalt

Elephant Swamp Trail
5.1 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

Maurice River Bikeway Trail
1.4 mi
State: NJ
Asphalt, Crushed Stone

Michael N. Castle C&D Canal Trail
12.4 mi
State: DE
Asphalt

Middle Township Bike Path
12.9 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
Accordion

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

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

Woodbine Railroad Trail
3 mi
State: NJ
Asphalt

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

Milton Rail-Trail
0.8 mi
State: DE
Asphalt

Ocean City Bike Path
0.9 mi
State: NJ
Asphalt

Redden State Forest Headquarters Loop Trail
4.6 mi
State: DE
Dirt

Seaside Nature Trail
0.7 mi
State: DE
Sand

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

Corson's Inlet Rail Trail
0.33 mi
State: NJ
Gravel

Pinelands Nature Trail
1.5 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

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
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
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
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
Overview 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...
 DE 3.8 mi Asphalt, Concrete
The Cold Spring Bike Path runs along a segment of the former West Jersey & Seashore Railroad railbed. About the Route Starting at the southern endpoint of the Cold Spring Bike Path (sometimes...
 NJ 2.7 mi Asphalt
Overview  Explore the best of the Eastern Shore of Maryland on Queen Anne’s County’s Cross Island Trail, which runs the width of Kent Island for 9.3 miles, stretching between two nature...
 MD 9.13 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
Overview The Easton Rails-to-Trails runs between Dutchmans Lane in southern Easton, Maryland, and North Easton Park—a large sports complex for 2.5 miles. The trail opened in 1998 and has been a...
 MD 4.6 mi Asphalt
Overview Walking along the Elephant Swamp Trail, it’s easy to see where it picked up the swamp part of its name. As for the rest, legend has it that in the late 1800s, an elephant got loose in the...
 NJ 5.1 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
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
Overview 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 for...
 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
Overview The Junction & Breakwater Trail follows a section of the former Penn Central railroad, connecting the Delaware beach towns of Rehoboth Beach and Lewes. The 8.3-mile trail acts as a nature...
 DE 8.3 mi Asphalt, Concrete
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
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
Overview The Jersey Shore was a major vacation destination for residents of the Delaware Valley region throughout the early 20th century; the Middle Township Bike Path follows a former rail line...
 NJ 12.9 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
Accordion
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 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
Overview The 1.3-mile 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...
 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 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
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 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
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
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
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
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
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 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

Elephant Swamp Trail

nice trail,

June, 2025 by 699vf9dfnt

Good ride some rocky and sand patches. Few roads to crossover. Plenty of benches to rest

read more …

Junction & Breakwater Trail

Junction-Breakwater Trail

May, 2025 by cindy.mellott

We loved this trail. We went from Cape Henlopen to Rehoboth , then took this trail back to the campground. It was beautiful!!

read more …

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.

read more …
Accordion

Isaac Branch Greenway Trail

This is a really nice trail for a quick ride on any kind of bike. Really enjoyed it today wish it was longer.

February, 2025 by reram2224

This is a really nice trail for a quick ride on any kind of bike. Really enjoyed it today wish it was longer.

read more …

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.

read more …

Maurice River Bikeway Trail

This is a good place to hike all the trails for a couple hours! Great views!

January, 2025 by tcdowns72

This is a good place to hike all the trails for a couple hours! Great views!

read more …

Cross Island Trail

Cross Island extended

November, 2024 by smerchant1120

I frequently ride the Cross Island Trail. You can extend your ride starting at the Royal Farms. Continue on Sadler Rd when it ends make a left on Chester River Beach Rd then right on VFW Ave. At the Quality Inn make a left onto Winchester Creek Rd. Then right onto Hissey Rd and then left back onto Winchester Creek Road. Stop at Nesbit Rd. The roads are not busy and will add 4 more miles to your round trip.

read more …

Middle Township Bike Path

Not much to see but the Zoo was a bonus

October, 2024 by adab

This trail is well maintained & marked but there isn’t much to see as it follows the power lines through no man’s land. However!, the Cape May Zoo was really nice & free!

read more …

Gordons Pond Trail

Beautiful & just enough

October, 2024 by adab

This is a well maintained trail, flat, varied scenery with a great long boardwalk/ bridge. Nice stops in a few sites with some history. Beach view / marsh / birds. Well traveled with bikers & walkers on a Sunday fall afternoon. 6.4 miles round trip with a strong wind on the way back had me sweating.

read more …

Cross Island Trail

Walking out from the Kent Island Hyatt Hotel not very nice

October, 2024 by rebeccabeynon

We were on Kent Island for a wedding, and we took a stroll from the Hyatt Hotel in the direction away from the Bay Bridge. The trail runs alongside the busy road for a mile or so, then there’s a short stretch in a pleasant piney woods, and then back to the busy road. The trail is well maintained and the surface is good, and the part in the woods was pretty nice. But for most of our 3.5 mile walk (total, there and back) it was like walking beside a busy road. If I did this again, I’d try to access the trail at a place where you would have a nicer experience.

read more …

Dennis Township Bike Path

Seaville to Cape May

September, 2024 by cbrassington18

Parked at the Dennis Township Bike path train head. The parking area and trail were easy to find. However, there were only two marking spots in the small lot which could be an issue on busier weekends. Rode the trail to route 9 in Cape May before taking route 9 to the Lincoln Blvd beach entrance. The trail has quite a few road crossings on busy roads that will drop your average pace a fair bit. The trail is all paved and also includes mile markers at every .1 miles which is a very nice feature. Overall, a great trail to ride.

read more …

Ben Cardin C&D Canal Recreational Trail

Perfect first trail ride for our new bikes. We went a little further on the trail to do 2.9 miles both ways. The single hill is a nice touch for the exercise. View of the water was a nice touch as well for scenery.

September, 2024 by eddingerheather

Perfect first trail ride for our new bikes. We went a little further on the trail to do 2.9 miles both ways. The single hill is a nice touch for the exercise. View of the water was a nice touch as well for scenery.

read more …
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