Middletown, DE Inline Skating Trails and Maps

1268 Reviews

Looking for the best Inline Skating trails around Middletown?

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

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Activities
Length
Surfaces
Type
64 Results
Activities
Length
Surfaces
Type

Audubon Loop Trail

2.7 mi
State: PA
Asphalt

Battery Park Trail

1.7 mi
State: DE
Asphalt

Ben Franklin Bridge

1.3 mi
State: NJ, PA
Concrete

Berlin Road Sidepath

0.6 mi
State: NJ
Asphalt

Brandywine Creek Path

1.5 mi
State: DE
Asphalt, Concrete

Broadneck Peninsula Trail

2.43 mi
State: MD
Asphalt

Canning House Run Trail

0.8 mi
State: MD
Asphalt

Chester Valley Trail

19.2 mi
State: PA
Asphalt

Conestoga Greenway Trail

1.3 mi
State: PA
Asphalt

Cooper River Trail

10.3 mi
State: NJ
Asphalt

Cross Island Trail

9.13 mi
State: MD
Asphalt, Boardwalk

Darby Creek Trail (PA)

3 mi
State: PA
Asphalt, Crushed Stone, Dirt, Grass, Gravel

Easton Rails-to-Trails

4.6 mi
State: MD
Asphalt

Isaac Branch Greenway Trail

3.3 mi
State: DE
Asphalt, Concrete

Jack A. Markell Trail

6 mi
State: DE
Asphalt, Boardwalk

James F. Hall Trail

1.8 mi
State: DE
Asphalt

Lincoln Drive Trail

1.6 mi
State: PA
Asphalt, Boardwalk

Manayunk Bridge Trail

0.4 mi
State: PA
Concrete

Merchantville Bike Path

1.05 mi
State: NJ
Asphalt
Accordion

Michael N. Castle C&D Canal Trail

12.4 mi
State: DE
Asphalt

Mill Creek Greenway (DE)

3.1 mi
State: DE
Asphalt

Monroe Township Bike Path

6.2 mi
State: NJ
Asphalt

Pencoyd Trail

1 mi
State: PA
Asphalt

Route 273 Multi-Use Trail

1.4 mi
State: DE
Asphalt

Schuylkill River Trail

82.9 mi
State: PA
Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt, Gravel

Stockton Station Park Rail Trail

0.36 mi
State: NJ
Asphalt

Struble Trail

2.6 mi
State: PA
Asphalt

United States Avenue Trail

2 mi
State: NJ
Asphalt

Uwchlan Trail

2.5 mi
State: PA
Asphalt

Wilmington Riverwalk

1.4 mi
State: DE
Boardwalk, Concrete

Woodbine Railroad Trail

3 mi
State: NJ
Asphalt

Buena Borough Bike Path

1.9 mi
State: NJ
Asphalt

Cobbs Creek Trail

4.1 mi
State: PA
Asphalt

Delaware River Trail

2.6 mi
State: PA
Asphalt, Brick

Downs Park Trail

5 mi
State: MD
Asphalt, Dirt

Gwynns Falls Trail

19.7 mi
State: MD
Asphalt, Crushed Stone

Herring Run Trail

2.5 mi
State: MD
Asphalt, Dirt

Jones Falls Trail

12.4 mi
State: MD
Asphalt

Kent Island South Trail

5.8 mi
State: MD
Asphalt

Lions' Trail

0.4 mi
State: PA
Asphalt

Radnor Trail

2.41 mi
State: PA
Asphalt

Schuylkill River West Trail

2.2 mi
State: PA
Asphalt

Smyrna-Clayton Bike Path

1.5 mi
State: DE
Asphalt

Sullivan's Bridge Trail

1 mi
State: PA
Asphalt, Concrete

Wayne Gilchrest Trail

2.1 mi
State: MD
Asphalt

Cross County Trail

3 mi
State: PA
Asphalt

John N. Balis Bikeway

0.5 mi
State: NJ
Asphalt

MLK Drive Trail

4.3 mi
State: PA
Asphalt

Chester Riverfront Trail

1.35 mi
State: PA
Asphalt

58th Street Greenway

1.4 mi
State: PA
Asphalt

Boxer's Trail

3.8 mi
State: PA
Asphalt, Concrete, Crushed Stone, Dirt, Gravel

Capital City Trail

1.5 mi
State: DE
Asphalt, Brick, Concrete

Gurney Street Trail

0.13 mi
State: PA
Asphalt

Hazlettville/North Shared-Use Path

1.7 mi
State: DE
Asphalt, Concrete

James T. Corcoran Memorial Greenway

2.3 mi
State: DE
Asphalt

POW/MIA Parkway Shared-Use Path

3.3 mi
State: DE
Asphalt

Parkside Trail (Camden Greenways)

0.25 mi
State: NJ
Asphalt

Silver Lake Park Trail

0.6 mi
State: DE
Asphalt, Concrete

State Route 141 Sidepath

1.5 mi
State: DE
Asphalt

Yorklyn Bridge Trail

0.6 mi
State: DE
Asphalt, Boardwalk, Concrete
Trail Image Trail Name States Length Surface Rating
While the paved Audubon Loop Trail is only 2.7 miles in length and does not appear to complete a loop when looking at the map, when combined with the Perkiomen Trail across the river, the trail makes...
PA 2.7 mi Asphalt
New Castle’s Battery Park Trail begins in its eponymous park and extends 1.7 miles along the Delaware River. Battery Park is adjacent to Historic New Castle, a charming downtown area with parks,...
DE 1.7 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 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...
NJ, PA 1.3 mi Concrete
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...
NJ 0.6 mi Asphalt
Following the western side of the creek through the heart of Wilmington, the Brandywine Creek Path offers a dose of pleasant, paved recreation within Delaware's busiest city. This short trail has no...
DE 1.5 mi Asphalt, Concrete
The Broadneck Peninsula Trail is 2.43 miles of asphalt walking and biking pathway in east Annapolis. The trail runs parallel to College Parkway, from Bay Dale Dr. to Old Cape St. Claire Road, across...
MD 2.43 mi Asphalt
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...
MD 0.8 mi Asphalt
The Chester Valley Trail provides opportunities for recreation and alternative transportation in the congested commercial center at the northern edge of Greater Philadelphia. The paved rail trail...
PA 19.2 mi Asphalt
The Conestoga Greenway Trail runs next to the Conestoga River at Sunnyside. The one end of the trail is at Lancaster County Central Park. Although there is vehicular traffic in the park, it is great...
PA 1.3 mi Asphalt
Camden's Cooper River Park is found on both the north and south shores of Cooper River Lake. The 10.3-mile park trail includes a 3.7-mile loop with several extensions and spurs. About the...
NJ 10.3 mi Asphalt
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 parks.   While the...
MD 9.13 mi Asphalt, Boardwalk
The Darby Creek Trail is currently in three major sections, all of which follow the Darby Creek through the woods. The middle segment is  Nearly a mile long, the northern segment runs along the...
PA 3 mi Asphalt, Crushed Stone, Dirt, Grass, Gravel
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 popular local...
MD 4.6 mi Asphalt
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 Jack A. Markell Trail, or JAM Trail for short, runs for 6 miles between Wilmington and the Delaware River waterfront in nearby New Castle. With relatively few street crossings, the trail provides...
DE 6 mi Asphalt, Boardwalk
The James F. Hall Trail, named for the City of Newark’s late parks and recreation director, packs a lot into a short stretch. Its paved surface is great for bicycling, inline skating, and stroller and...
DE 1.8 mi Asphalt
Running along the western edge of Wissahickon Creek, the Lincoln Drive Trail winds through Wissahickon Valley Park and offers a pleasant route sheltered by trees with views of the water. The 1.6-mile...
PA 1.6 mi Asphalt, Boardwalk
The Manayunk Bridge Trail, which opened in 2015, crosses the Schuylkill River, Interstate 76, and active train tracks, along a historic bridge that was opened to public use after several decades of...
PA 0.4 mi Concrete
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...
NJ 1.05 mi Asphalt
Accordion
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 former...
DE 12.4 mi Asphalt
The Mill Creek Greenway is a paved, multi-use pathway that runs through nicely wooded grounds in suburban New Castle County. The trail follows a portion of its namesake creek, winding its way along...
DE 3.1 mi Asphalt
The Monroe Township Bike Path runs for 6.2 miles between the suburban towns of Glassboro and Williamstown. The pathway is part of the Circuit Trails, an expansive regional trail network across nine...
NJ 6.2 mi Asphalt
As of late 2017, approximately 1 mile of the Pencoyd Trail has been completed. The paved, multi-use trail begins at Main Street and an on-street segment of the Schuylkill River Trail next to the UA...
PA 1 mi Asphalt
The Route 273 Multi-Use Trail provides a convenient link between the popular New Castle Farmers Market site and the residential core of the coastal town. The asphalt sidepath runs for over a mile on...
DE 1.4 mi Asphalt
Once an important thoroughfare for commerce carried by canal barges and railroad cars in southeastern Pennsylvania, the Schuylkill River (pronounced skool-kl) corridor now accommodates walkers,...
PA 82.9 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt, Gravel
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...
NJ 0.36 mi Asphalt
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...
PA 2.6 mi Asphalt
United States Avenue Trail, which is also know locally as the "Green Trail" travels through a primarily wooded landscape between Foster Avenue and Egg Harbor Road in Gibbsboro, New Jersey. At the...
NJ 2 mi Asphalt
A work in progress, the 2.5-mile Uwchlan Trail currently extends from the Struble Trail off the intersection of Dowlin Forge and Shelmire roads, north along the Shamona Creek and primarily following...
PA 2.5 mi Asphalt
A gorgeous addition to the area’s trail network, Wilmington Riverwalk (sometimes called the Christina River Walk) allows pedestrians and cyclists to experience Wilmington’s renovated urban development...
DE 1.4 mi Boardwalk, 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
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
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...
PA 4.1 mi Asphalt
The Delaware River Trail hugs the Philadelphia waterfront providing access to parks and recreational amenities. It's part of a larger effort called The Circuit, which will link 750 miles of trail...
PA 2.6 mi Asphalt, Brick
Located within the New Castle County park, the Delcastle Recreational Park Walking Trail forms an almost two-mile loop around the perimeter of the recreation site, providing cyclists and pedestrians...
DE 1.8 mi Asphalt
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...
MD 5 mi Asphalt, Dirt
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...
NJ 2.7 mi Asphalt
The Gwynns Falls Trail is a nearly 20-mile continuous corridor that winds through dozens of west and southwest Baltimore neighborhoods, parks, and historical and cultural landmarks and the urban...
MD 19.7 mi Asphalt, Crushed Stone
The 2.5-mile Herring Run Trail is a neighborhood gem that runs through Herring Run Park, a scenic 375-acre stream-valley oasis in Northeast Baltimore. This loop trail, bordered by Harford Road to the...
MD 2.5 mi Asphalt, Dirt
Running north to south for over 12 miles along the Jones Falls Stream Valley, the Jones Falls Trail is one of the Baltimore region’s premier urban trails. Combining pristine forested stream valleys...
MD 12.4 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
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...
PA 0.4 mi Asphalt
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...
PA 2.41 mi Asphalt
The Schuylkill River West Trail will one day span 15.5 miles beginning in downtown Philadelphia and heading northwest through Lower Merion Township, West Conshohocken, Bridgeport, and Upper Merion...
PA 2.2 mi Asphalt
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
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...
PA 1 mi Asphalt, Concrete
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 Cross County Trail runs for 3 miles between the Schuylkill River Trail in Conshohocken and the village of Plymouth Meeting. The trail links suburban shopping with neighborhoods and mostly...
PA 3 mi Asphalt
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...
NJ 0.5 mi Asphalt
Philadelphia's MLK Drive Trail offers a paved 4-mile route along Martin Luther King Jr. Drive that's popular for both transportation and recreation. The trail begins near the Philadelphia Art Museum...
PA 4.3 mi Asphalt
The 1.35 mile-long Chester Riverfront Trail is a great way to experience the Delaware River. Part of an urban renewal project that also includes the adjacent Barry Bridge Park, Subaru Park Stadium and...
PA 1.35 mi Asphalt
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...
PA 1.4 mi Asphalt
Meandering through East Fairmount Park, the Boxers’ Trail is a 3.8-mile trail that offers scenic views of the Schuylkill River and access to Fairmount Park for the surrounding communities. The...
PA 3.8 mi Asphalt, Concrete, Crushed Stone, Dirt, Gravel
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 Gurney Street Trail currently extends for just one block in the Fairhill Neighborhood of Philadelphia. However, the trail, which will continue to North American Street, is the culmination of a...
PA 0.13 mi Asphalt
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 James T. Corcoran Memorial Greenway is a paved trail that runs through several New Castle County parks between Newark and Wilmington, traversing wooded land along the route of the Christina River...
DE 2.3 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
The Parkside Trail is one segment of the larger Camden Greenways network, a proposed system of trails currently under construction. When complete, the greenway will follow portions of the Delaware...
NJ 0.25 mi Asphalt
The Senator Patricia M. Blevins Pedestrian Path is a short but well-paved pathway that runs between the Delaware town of Elsmere's Fairgrounds Park and Maple Avenue Park, giving local residents a safe...
DE 1 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
Currently open in two disconnected segments, the State Route 141 Sidepath is a paved trail that follows the side of its namesake roadway along the edges of Wilmington, Delaware. Favoring function over...
DE 1.5 mi Asphalt
The Yorklyn Bridge Trail is a paved, multi-use greenway that connects the Auburn Valley State Park with the nearby village of Yorklyn Mills in the scenic hills of northern Delaware. The trail...
DE 0.6 mi Asphalt, Boardwalk, Concrete

Recent Trail Reviews

Rim Trail

Lovely walk or ride!

August, 2025 by ceno1975

Right next to the Brandywine Creek, mostly level. Easy to access. Great views.

Rim Trail

nice little walk or ride

August, 2025 by traillink user

Right next to the Brandywine Creek, nice level trail.

Monroe Township Bike Path

great trail in South Jersey

August, 2025 by medfordsewing

One of our favorite rides. Lots of shade for a hot days ride. We park at the back right side of the High School, there’s easy access to the trail.

Accordion

Schuylkill River Trail

Overly Aggressive Bike Riders and Dangerous Speedway

July, 2025 by luv-2-run

Some riders do not announce themselves while passing us slower riders - witnessed between Valley Forge and Norristown on 7/22/2025. And often see riders going way too fast in congested areas, one rider yelling at other riders as though he owns the trail, not slowing down. There is a speed limit of 15 miles per hour and often riders are going 25+ MPH. This is not a speedway but rather a trail for enjoyment, for walkers, bikers, in-line skaters, and NOT for an accident waiting to happen!!! If someone is training or going for speed, find a roadway that is more appropriate.

Crow Creek Trail

Suburban Greenbelt Connection

July, 2025 by jmcginnis12@gmail.com

Stretching 2.7 miles north to south through suburban KoP and Upper Merion Twp., the Crow Creek Trail connects local communities with two longer trails and The Circuit.
Paralleling the creek for which it is named, the trail is currently (as of 2025) divided into two completed segments, separated by a short, quarter mile gap between Covered Bridge Road and the Upper Merion Community Center, off Valley Forge Road. The surface is primarily asphalt, with two segments of concrete sidewalk; these are in the middle of Sweetbriar Park and next to the Upper Merion Baseball And Softball Association building on the south side of Walker Field. There is also a short concurrency with the access road and parking lot across the campus of the Upper Merion Area Middle School and Viking Aquatics Center.
Like most multi-use trails, the Crow Creek Trail offers both recreational and transportation opportunities. The lush, wooded banks of Crow Creek form a greenbelt cutting through the suburban sprawl, providing both shade for trail users and a refuge for local wildlife. Birds, squirrels, chipmunks and even deer are common sights on the trail, while numerous species of wildflowers add an array of color in the spring and summer months. In addition to connecting three parks, a community center and athletic facilities, the trail also allows the students, faculty and staff of Upper Merion Area Middle School to safely walk or bike without going on busy streets.
The King of Prussia Mall and other businesses of downtown KoP, as well as the Chester Valley Trail, are a short distance down Allendale Road from the trail's southern terminus, while a short walk or ride west on Abrams Road from the northern terminus links to Bob Case Park. From here, trail users can take the Schuylkill River West Trail to Valley Forge National Historical Park and the longer Schuylkill River and Horseshoe Trails.
Unfortunately, the Crow Creek Trail does have some shortcomings. Although most of the trail is wide enough to safely accomodate two lanes of traffic in either direction, the sidewalk sections as well as several of the footbridges over the creek are narrower and should be used with caution. The trail is not level and there are several steep slopes and sharp curves on the route, including the switchbacks winding down the hill just south of the Upper Merion Community Center. Fortunately, there are signs alerting users of these potential hazards.

Michael N. Castle C&D Canal Trail

nice Ride

July, 2025 by alewisa333

Ditto to the person who wrote the review with questions/answers. Not too difficult with e-bikes. We have ridden this a few time & love it . We travel from Abingdon Md . Good directions where to get on the trail. Mostly flat & wear sunscreen cause you are not covered much by trees. Nice scenery. You will not regret riding this trail.

Northern Delaware Greenway Trail

cool ride

July, 2025 by alewisa333

I read reviews on All trail site & my husband @ I thought we would try it due to what was posted on more variety of the trail. We would have given it a 5 rating if there was more direction at beginning of trail where to get on by the zoo. Like another reviewer posted it is to your left if you are looking at the zoo & is at the tree line. Also there are many forks in path that get you confused which way to go. Had the GPS which kept us on track. Loved the hills/ forest/ river. The end @ Bellefonte stopped at highway. We had e-bikes so it was really fun. Would do this again. pathBesides this we have e- bikes & loved the hills/ wooded area with bridges.

Kent Island South Trail

Kent Island South Trail

July, 2025 by carrollball99

I started riding this trail in 2018 and rode it 3-5 times a summer. It was a great trail that allowed you to get 12 miles in before riding the Cross Island Trail just 3 miles away. The tree roots have been bulging the asphalt for the past 7 years and now it is so bad I don't know if I will ride it again. For the first 1-2 miles from the start of either end the roots have the asphalt bulged up over two inches. Even riding with a suspension seat post the trail jars your spine unless you are standing on the foot pegs. Since the roots are so numerous this means you would be on the pegs 50 percent of the time. With the financial state that Maryland is in I doubt this trail will be repaired any time in the foreseeable future.

Audubon Loop Trail

Nice paved surface. Beautiful ride by the river and through wooded sections. For me it's a nice length and you can add on extra miles if you want as it intersects with the SRT and PT. One of the better areas I've ridden.

July, 2025 by roadkill4512

Nice paved surface. Beautiful ride by the river and through wooded sections. For me it's a nice length and you can add on extra miles if you want as it intersects with the SRT and PT. One of the better areas I've ridden.

Jones Falls Trail

Disappointing Trail

July, 2025 by jims216

I kept hearing how beautiful this "trail" was. Most of the "trail" was city streets even before you get in to Baltimore. It was also poorly marked. Keep a GPS handy, or just give up on the trail and ride through whatever Baltimore streets you feel like riding.

It does take you past the Baltimore Zoo which was nice. It also takes you right in to Inner Harbor which is also a good place to hang out for a bit.

Wayne Gilchrest Trail

Small Town Trail With Regional Potential

July, 2025 by jmcginnis12@gmail.com

Stretching for more than 2 miles across Chestertown on MD's Eastern Shore, the Wayne Gilchrest Trail is a scenic greenway that has the potential to connect to more communities.
Like many town-based trails, the paved, multi-use path allows residents to walk or bike between communities with minimal street crossings. It links Washington College with the north and south sides of town and the southern terminus along Cross Street is just a short distance from the waterfront at Wilmer Park as well as the historic downtown. Also notable is a spur of the trail that branches from the main path on the grounds of an office building and parallels High Street, connecting to the northwest side of town and ending at the former Radcliffe Mill, which has been restored and now houses a restaurant and microbrewery.
The trail also serves as an outdoor museum of sorts and features several sculptures and murals along the route, while the old train station, vintage passenger coaches and caboose at the southern end off Cross Street are a testimony to the rail line that used to run here.
Last, but not least, the lush vegetation that lines most of the trail's route provides a serene atmosphere and is a great place to observe local wildlife. The section from Mill Street south to Cross Street forms a greenbelt between residential communities and the Lawrence Preserve nature area, whose wetlands can be further explored through a network of paths extending from the trail. The ravine that forms the trail's route through the Washington College campus and the embankment on the portion north of Morgnec Road are also notable for their beauty and serenity.
My only caveats with this premier small town trail are the busy crossings on Morgnec Road and High Street, though flashing signal lights that warn motorists when trail users are crossing reduce the danger to a degree and the lack of any direct connection to Washington College. It would also be nice if a separate connector path or sidewalk could be built along Morgnec Road that would link the NW Spur of the trail with the main route on the north side of town so that trail users don't have to use the shoulder of that busy road.
Although currently confined to Chestertown, local officials are exploring plans to extend the Wayne Gilchrest Trail further north along the old RR towards Worton, forming part of a bigger network of greenways on the Eastern Shore.

Torrey C. Brown Rail Trail

Shaded Ride

July, 2025 by larry.adams6094

Rode most of the trail yesterday starting in Railroad, PA on the Heritage Trail and turned around at the old train station in Monkton, MD. Temperature was in the mid-80s, and humidity was high. Because most of the trail was shaded, it was still a great ride. Definitely not a trail for narrow road tires, but still an excellent surface of crushed stone and hard packed dirt. Plenty of restrooms and stops available. Slightly downhill starting in New Freedom, PA into MD for about 6-7 miles and then a typical rail trail of mostly flat and straight sections. Great scenery of wooded areas. Highly recommend for a relaxing ride in the woods.

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