Explore the best rated trails in Middletown, DE. Whether you're looking for an easy walking trail or a bike trail like the Chester Valley Trail and Big Woods Trail. With more than 90 trails covering 409 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
The MA & PA Heritage Trail is found in two segments (about 2 miles apart) through the wooded parks of Maryland's Bel Air and Forest Hill communities. The folksy sounding name actually stands for the...
Spanning just shy of 8 miles, the Jack A. Markell Trail, named after a former Delaware governor, connects the Wilmington riverfront with New Castle. The paved pathway was formerly known as the...
Named after Dr. Ulysses Simpson Wiggins, a prominent doctor in Camden in the early 1900s, the Ulysses Wiggins Waterfront Park Promenade extends for 1.2 miles from the Ben Franklin Bridge to the...
The John N. Balis Bikeway is a half-mile paved trail along a former rail corridor that now serves as an electrical transmission right of way in the suburban community of Runnemede. The southern end...
The Pennsy Trail is a short, but sweet rail-trail located in Haverford Township, to the west of Philadelphia. The trail's southern and northern ends are currently broken up by Manoa Road, with the...
A work in progress, the French Creek Trail is one of several trails being developed by East Pikeland Township. Although a small part of it follows the route of the former Pickering Creek Railroad,...
The Riverview Trail makes a loop through Fox Point State Park along the Delaware River in Wilmington. The trail circles an open field along the west bank of the river.
The historical Ben Franklin Bridge, opened in 1926, offers expansive city skyline views and is itself a stunning structure. The iconic suspension bridge once included two streetcar tracks in addition...
The short Stockton Station Rail-Trail runs through a city park in Camden between Westfield Avenue and Pleasant Street. The path follows an old railroad corridor, and the park itself was once the site...
The Gloucester Township Health and Fitness Trail, formerly known as the Blackwood Railroad Trail, is a paved bicycle/pedestrian path in Blackwood, Gloucester Township. The bikeway is constructed on an...
Philadelphia’s Rail Park is an exciting project developing across Center City, which will connect several neighborhoods and provide access to Fairmount Park and other cultural attractions. The 3-mile...
Envisioned as a multi-use trail that will eventually connect the Thun Trail section of the Schuylkill River Trail in Union Township in southeast Berks County to the towns of Elverson and St. Peters in...
The Pomeroy and Newark Rail Trail offers urban connections to the University of Delaware campus, Newark Shopping Center, DART Transit Hub and the downtown area, as well as the recreational amenities...
When complete, the Jones Falls Trail will extend 10 miles between Baltimore's Inner Harbor and the Mount Washington Light Rail Station. Currently, a paved, off-road section runs from Cylburn...
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...
Picking up directly across Norwood Road from the Struble trail's south end point, The Lions' trail offers a half mile of paved trail winding through scenic Kardon Park with 10 acres of ponds and over...
Although just 1.4 miles long, the 58th Street Greenway is an important connector in the southwestern Philadelphia neighborhood of Kingsessing. Although most of the greenway is off-road trail, note...
The Monroe Township Bike Path carries visitors through the tranquil woodlands of the Glassboro Wildlife Management Area as it connects the southern New Jersey suburban towns of Glassboro and...
Baltimore’s Stony Run Trail follows an old Maryland and Pennsylvania Railroad line through nearly 3 miles of wooded stream valleys and small parks, providing a quiet escape from the hustle and bustle...
Although less than 2 miles, the Port Richmond Trail—a key component of the North Delaware River Greenway—provides an important connection between northeast Philadelphia and the Delaware River. It's...
Camden's Cooper River Park is found on both the north and south shores of Cooper River Lake. The urban park is open daily from dawn to dusk and offers a paved loop path for bikers and pedestrians, as...
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 short Stockton Station Rail-Trail runs through a city park in Camden between Westfield Avenue and Pleasant Street. The path follows an old railroad corridor, and the park itself was once the site...
The Gwynns Falls Trail is a 19-mile continuous corridor connecting dozens of west and southwest Baltimore neighborhoods with parks, historical and cultural landmarks and the urban business district....
The John N. Balis Bikeway is a half-mile paved trail along a former rail corridor that now serves as an electrical transmission right of way in the suburban community of Runnemede. The southern end...
The Merchantville Bike Path gently oscillates through Merchantville Borough, paralleling Chestnut Avenue. The paved 1-mile trail provides a pleasant route dotted with tall pines and leafy shade trees...
The Darby Creek Trail winds along a wooded creek through the western neighborhoods of Haverford Township, just outside of Philadelphia. The trail's southern end is anchored by Merry Place, a...
Just short of a mile in length, the Mill Creek Trail follows the south bank of the stream for which it is named in the suburbs east of Lancaster. Paved with a surface of compact woodchips, the...
Visitors to northwestern Philadelphia can acquaint themselves with the parks that surround Wissahickon Creek on a nearly 9-mile system of multiuse trails. In the north, the Wissahickon Trail (also...
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 Broadneck Peninsula Trail is 1.2 miles of asphalt walking and biking pathway in east Annapolis. The trail runs parallel to College Parkway, from Green Holly Drive to Old Cape St. Claire Road,...
The Cynwyd Heritage Trail connects the Southeastern Pennsylvania Transportation Authority’s (SEPTA’s) Cyn-wyd Station to Bala Cynwyd Park, the historic West Laurel Hill Cemetery, and Westminster...
The Berlin Road Sidepath provides a pleasant, shaded paved trail for biking and walking in the community of Lindenwold. Stretching between Linden Avenue and Gibbsboro Road, the trail runs along the...
Nearly a mile in length, the Canning House Run Trail extends from the entrance to the Perryville boat ramp south along the west side of Roundhouse Drive to the historic Rodgers Tavern at the...
Located in Media Borough in Delaware County, Pennsylvania, Ridley Creek State Park encompasses over 2,600 acres of woodlands and meadows. The park is only 16 miles from Center City, Philadelphia, but...
Although just 1.4 miles long, the 58th Street Greenway is an important connector in the southwestern Philadelphia neighborhood of Kingsessing. Although most of the greenway is off-road trail, note...
At one time an important thoroughfare for commerce carried by canal barges and railroad cars in southeastern Pennsylvania, the Schuylkill River corridor now accommodates walkers, bicyclists, and...
Located in Kennett Township, the Parrish Trail follows the West Branch of the Red Clay Creek from Pennock Park south, currently ending off Chandler Mill Road just south of its intersection with...
This trail is not offically part of the Lancaster County Park system. It runs next to the Conestoga River at Sunnyside. The one end of the trail is at Lancaster County Central Park. Although there is...
A work in progress, the French Creek Trail is one of several trails being developed by East Pikeland Township. Although a small part of it follows the route of the former Pickering Creek Railroad,...
A work in progress, the Red Clay Creek Trail currently extends along the east branch of the creek for which it is named in Kennett Square. The trail, which has a crushed-stone surface of varying...
The Goshen Road Trail runs through Newtown Township, which lies about 30 miles west of Philadelphia. Just shy of a mile, the crushed-stone trail offers a great place for a quick run. The route, which...
The James F. Hall Trail—a rail-with-trail—packs a lot into a short stretch: Its paved surface is great for bicycling, in-line skating, and strolling, and there are multiple playgrounds, picnic areas,...
Camden's Cooper River Park is found on both the north and south shores of Cooper River Lake. The urban park is open daily from dawn to dusk and offers a paved loop path for bikers and pedestrians, as...
The Delaware River Trail hugs the Philadelphia waterfront proving access to parks and recreational amenities. It's part of a larger effort called The Circuit, which will link 750 miles of trail...
Downs Park Trail is located in Downs Park on the Chesapeake Bay just north of Gibson Island. The 3.5-mile perimeter trail is paved, popular for walkers and cyclists alike, and an additional 1.5 miles...
The roughly half-mile long Frog Hollow Trail currently begins at Miller Road and follows a creek south between two subdivisions before dead ending at a point near French Creek. The crushed stone trail...
Cobbs Creek Trail runs through the borough of Lansdowne, just west of Philadelphia. The paved pathway offers a scenic route along its tree-lined namesake creek from the 63rd Street Station to Cobbs...
Completed in the summer of 2016, Sullivan's Bridge and the adjacent trail provide access from the Schuylkill River Trail, Betzwood Park and the section of Valley Forge National Historic Park north of...
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 Lincoln Drive Trail bridges the gap between two of Philadelphia’s very popular trails. At its southern endpoint, the mouth of the Wissahickon Creek at Ridge Avenue, the trail meets the Schuylkill...
Just short of a mile in length, the Mill Creek Trail follows the south bank of the stream for which it is named in the suburbs east of Lancaster. Paved with a surface of compact woodchips, the...
The Darby Creek Trail winds along a wooded creek through the western neighborhoods of Haverford Township, just outside of Philadelphia. The trail's southern end is anchored by Merry Place, a...
The nearly 3-mile long Chester Creek Trail is finally a reality after nearly two decades of planning. Phase 1 of the multi-use trail was opened to the public in late 2016. It follows the path of the...
This 2.4-mile paved trail provides a quiet, scenic escape northwest of Philadelphia, from Encke Park at Radnor-Chester Road to the shopping center at Sugartown Road and Route 30. The trail travels...
Baltimore’s Stony Run Trail follows an old Maryland and Pennsylvania Railroad line through nearly 3 miles of wooded stream valleys and small parks, providing a quiet escape from the hustle and bustle...
Less than an hour west of Philadelphia, the East Branch Brandywine Trail begins south of Downingtown and continues south along its namesake river. The paved trail passes through meadows and wooded...
Nearly a mile in length, the Canning House Run Trail extends from the entrance to the Perryville boat ramp south along the west side of Roundhouse Drive to the historic Rodgers Tavern at the...
The Chester County Parks & Recreation Department opened this trail in 1979 on part of a former Pennsylvania Railroad right-of-way. Today the 2.6-mile trail attracts more than 125,000 visitors each...
Philadelphia’s Rail Park is an exciting project developing across Center City, which will connect several neighborhoods and provide access to Fairmount Park and other cultural attractions. The 3-mile...
Biked the northern end from PA state line into Maryland a few miles. The trail condition is all dirt, with ruts and bumps and is just in absolute deplorable condition. Buy some gravel Maryland and smooth the trail surface out. The trail has quite a grade and is all downhill from PA into Maryland and could be quite nice if the surface were improved.
Started at Blue Ball Barn and rode to Brandywine Creek, its the steepest paved trail I have ever been on with wicked swichbacks and places you had to get off thb bike going downhill. Very thick woods and quiet for an urban area. If I did that section again it would be without bikes.
If you are riding a bike the hills are tremendous for beginners or if you are looking for a casual ride. Trails are crowded so don’t go fast. Most people are maskless even in large groups. Go early. I have only done bottom half but will go back and include the Brewery as a stop!
Great 29 mile out and back from Route 372 trailhead. Introduced a friend to the trail. Sorely need a big sign for the trailhead and an actual address. Still, it was a great day to be out, nice and sunny. Nice frozen trail on the way out and a little softer on the return. There were a few rock climbers along the river. I thought both bridges were being repaired but the first one didn’t appear to started yet. The trail has so much potential. I can’t wait for the bridges to be repaired. Highly recommend the trail even if it’s a little bumpy high now.
Started at the North Gulf road. Nice trail. Little loud since your close to the interstate. My recommendation would be to drive further down (3-4 miles in the trail, around Penn medicine) and it’s getting quieter. Overall nice trail to bike and be out of the house.
Great trail parking a little hard if you come at a busy time
Flat and paved is always a welcome reprieve from crushed stone or otherwise. The drawbacks (frequent road crossings and occasional visual proximity to rte 202) are easily outweighed by the quality of the trail. Signage makes the trail easy to follow, and the quarter mile markers are an improvement over the usual half mile markers. The crossings are well designed to keep cyclists and pedestrians safe.
What a great trail. Lots of places to stop for lunch too. I will be back.
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