Find the top rated trails in Milford, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
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...
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...
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...
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...
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...
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...
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...
The Wildwood Crest Bike Path is a one-mile bike path that runs along the beach from East Cresse Avenue to East Rambler Road.
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...
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...
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...
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...
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...
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...
The Cape May County Board of Chosen Freeholders officially opened the Cold Spring Bike Path in Lower Township on December 4, 2002. The 2.7-mile bike path runs from Sandman Boulevard to Sally Marshall...
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...
The Easton Rails to Trails runs from Dutchmans Lane in southern Easton, Maryland, to North Easton Parka large sports complexover 2.5 miles away. The trail opened in 1998 and has been a popular local...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
The Cape May County Board of Chosen Freeholders officially opened the Cold Spring Bike Path in Lower Township on December 4, 2002. The 2.7-mile bike path runs from Sandman Boulevard to Sally Marshall...
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...
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...
The Elephant Swamp Trail is built on top of the former railroad bed that once ran from Glassboro to Bridgeton, NJ. Elk Township maintains the easement through Elephant Swamp, and the trail passes...
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...
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...
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...
The Middle Township Bike Path runs for just shy of 5 miles, between Cape May County Park and the community of Whitesboro, following the former route of the Cape May Seashore Line. Along the way,...
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...
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...
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...
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....
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...
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...
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...
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...
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...
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...
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...
The Wildwood Crest Bike Path is a one-mile bike path that runs along the beach from East Cresse Avenue to East Rambler Road.
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...
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...
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...
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...
The Cape May County Board of Chosen Freeholders officially opened the Cold Spring Bike Path in Lower Township on December 4, 2002. The 2.7-mile bike path runs from Sandman Boulevard to Sally Marshall...
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...
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...
The Elephant Swamp Trail is built on top of the former railroad bed that once ran from Glassboro to Bridgeton, NJ. Elk Township maintains the easement through Elephant Swamp, and the trail passes...
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...
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...
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.
We caught a break from the heat wave and had beautiful weather. Started from Terrapin Nature Park and caught the Cross Island Trail and took it all the way over to Kent Narrows. Had lunch at the Jetty. The best part is that we were able to bring our puppy in the pet trailer and the Jetty was pet friendly with outdoor dining. Such an amazing day. Was a bit tougher on the return but only because we have not been out riding this season. The trail is relatively flat and mostly shaded. We spent some time on the beach back at Terrapin Nature Park to recover before heading over to Queenstown for the outlets and then returning home. Great day trip!
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.
Rode the Kent Island South Trail from Matapeake State Park to Romancoke Fishing Pier May 14, 2018. I started from the north end and rode on a Monday and only saw two joggers on the entire round-trip. Did see four bikers just starting the trail as I returned to my car. This trail runs within 15-40 yards of route 8 so you do hear some road noise from the cars. I would say 90% of the trail is in the sun. I only saw a porti-potty at the north end but there are restrooms at the Romancoke end so if you are riding with females or children I suggest you start at the southern end so they have a flush facility to use. If you wanted to add some distance to your ride there are several communities you could ride into. There are 2 gas stations and a carryout pizza shop about 2 miles north of the Matapeake end but I saw nothing along the trail or at the south end.
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..
A nice trail that takes you though woods, open fields, and a stretch of marshy area with very vocal frogs! A few views of Lums Pond- probably better views on inside trail. Definitely wet & muddy in areas if you go after rain/snowmelt. Warning- I went a week after a nor’easter blew through and there were A LOT of downed trees covering the path. Not a huge deal for a runner to find a path around but the cyclist I met up with wasn’t pleased with the time he had to carry his bike. But, once again, this was after severe weather. Overall, a pretty, easy, & well marked trail!
The is a very unique biking experience, In the fall is the best time to ride here because it is the off season. If anybody is thinking about riding here, check out the photos on this trail page. You will what to do this.
I did my rides over two days in November 2017. The ocean, sea breeze, and beach just fills you with elation. One note, you cannot ride on top of the seawall. However, streets run parallel to the seawall.On the south-side, they have a ground level concrete boardwalk that leads to Wildwood.
Enclosing, to be there in the fall on a beautiful day is very special.
I love this trail, only problem is, it's not long enough.
I rode the entire Micheal Castle trail starting in Delaware City as well as the 1.8 Mile Section of the Ben Cardin Trail to Chesapeake City. The entire trail is paved with only a few bumps that are marked. There are a few hills with two switchbacks and sections of the trail are curvy. To me that all added up to a fun ride. There are three trail heads each with parking and bathrooms. Both Delaware City and Chesapeake City offered places to eat. There is also a bar roughly halfway on the trail at a marina. All of this adds up to a perfect trail in my opinion!
I've walked this trail starting from Historic Cold Spring Village and going south from there. It's nice that the old railroad buildings and signs are still in place. Except for right in front of Historic Cold Spring Village, the trail is shaded pretty well by trees and foliage on both sides of the trail. So, there's not a whole lot to see, but the trail is far away from traffic at the section of the trail. It's a nice little bit of exercise to add to a day at Historic Cold Spring Village.
Part of the trail runs along a nature reserve, so there's plenty of nice views. The rest is a fairly protected bike route in a calm section of town. I've done this section as part of a larger bike ride extending from Somers Point across the 9th street bridge and then down Haven Ave. all the way to 56th street and Haven and then back to Somers Point.
Get Your 2018 RTC TrailNation Jersey!
Download the TrailLink mobile app and take TrailLink with you!
Donate and Get a FREE 2018 RTC Guidebook!
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Map Search
