Middletown, DE Cross Country Skiing Trails and Maps

1259 Reviews

Looking for the best Cross Country Skiing trails around Middletown?

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

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Activities
Length
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14 Results
Activities
Length
Surfaces
Type

Cooper River Trail

10.3 mi
State: NJ
Asphalt

Cynwyd Heritage Trail

1.9 mi
State: PA
Asphalt, Gravel

Elephant Swamp Trail

5.1 mi
State: NJ
Crushed Stone, Dirt, Gravel, Woodchips

Michael N. Castle C&D Canal Trail

12.4 mi
State: DE
Asphalt

Perkiomen Trail

20.6 mi
State: PA
Asphalt, Crushed Stone

Ridley Creek State Park Trail

4.8 mi
State: PA
Asphalt

Rim Trail

2.2 mi
State: PA
Crushed Stone

Schuylkill River Trail

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

Struble Trail

2.6 mi
State: PA
Asphalt

Torrey C. Brown Rail Trail

19.9 mi
State: MD
Crushed Stone, Dirt

Enola Low Grade Trail

29.15 mi
State: PA
Ballast, Crushed Stone

Radnor Trail

2.41 mi
State: PA
Asphalt

Stony Run Trail

2.9 mi
State: MD
Asphalt, Crushed Stone, Dirt, Grass, Gravel, Woodchips

Lower Susquehanna Heritage Greenway Trail

2.5 mi
State: MD
Crushed Stone
Trail Image Trail Name States Length Surface Rating
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
The Cynwyd Heritage Trail runs between the Southeastern Pennsylvania Transportation Authority’s (SEPTA’s) Cynwyd Station and Bala Cynwyd Park and also connects the historic West Laurel Hill Cemetery,...
PA 1.9 mi Asphalt, Gravel
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 swamp when a...
NJ 5.1 mi Crushed Stone, Dirt, Gravel, Woodchips
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
Closure Notice: Northern portions of the trail are closed due to flooding. Stay up to date on this closure by visiting the Montgomery County page.  The Perkiomen Trail spans 20.6 miles throughout...
PA 20.6 mi Asphalt, Crushed Stone
The Ridley Creek State Park Trail loops for 4.7 miles through the Park, encompassing over 2,600 acres of woodlands and meadows. The paved, multi-use trail runs along Sycamore Mills and Forge roads and...
PA 4.8 mi Asphalt
The Rim Trail offers a 2.2-mile route in Hibernia County Park, following a former railroad bed along the West Branch Branywine Creek. This southeastern Pennsylvania excursion is one of a handful of...
PA 2.2 mi Crushed Stone
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 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
The Torrey C. Brown Rail Trail is a popular destination for outdoor enthusiasts because of its proximity to populous Baltimore and its relatively flat course, which winds along river valleys through...
MD 19.9 mi Crushed Stone, Dirt
Running through southeastern Pennsylvania, the Enola Low Grade Trail is remarkably flat, even for a rail trail —it says so right in the name! Even across hilly terrain, the trail’s grades never exceed...
PA 29.15 mi Ballast, Crushed Stone
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
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...
MD 2.9 mi Asphalt, Crushed Stone, Dirt, Grass, Gravel, Woodchips
Maryland's Susquehanna State Park is recognized for challenging hiking and biking trails, camping facilities, rock outcroppings, boating, a museum and restored historical sites. But none of these...
MD 2.5 mi Crushed Stone

Recent Trail Reviews

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.

Accordion

PennDel Trail

Varying conditions throughout

July, 2025 by tnbpptw5x7

Definitely an adventure on a bike. Some parts are smooth; others are pretty rugged. Just be prepared for some rocks. 10mph feels like flying.

Pomeroy and Newark Rail Trail

Neat trail with varying conditions

July, 2025 by tnbpptw5x7

The southern part is paved and easy to follow. The middle section joins with a state park road, and one siding is deceiving. After leaving the state park road, the trail turns to gravel with frequent mud puddles and electrical boxes. Wouldn’t recommend this section to beginners.

James F. Hall Trail

Simple

July, 2025 by tnbpptw5x7

Not much to it. Just paved and easy. The trains do get loud so maybe not the best for small children.

Perkiomen Trail

Trail is in great condition

July, 2025 by bermandab

I rode today - 7/6/25 - from Oaks about 3/4 of the way to Green Lane Park and back. My first time on this trail in a couple of years. I know there may have been some extra maintenance after storms recently but I found the condition of the trail to be the just about the best that I can ever remember. I ride a mostly road bike which sometimes struggles if the gravel gets too deep or loose in places, but a really smooth and enjoyable ride start to finish today.

Uwchlan Trail

narrow trail

July, 2025 by benbaliga

The tail is very scenic and fun to ride. But at a few points there are right angle turns to bridges and narrow treat for a shared trail between hiker’s and bike riders.

Enola Low Grade Trail

23.5 Miles are Great

July, 2025 by joshua.d.waterman

The Enola Low Grade Trail is a great rail trail for biking and walking. Starting from the Turkey Hill end, the first 6 or so miles are super scenic along the river. Once the trail turns inland it is less scenic but still a very nice ride.

It should be noted that once you reach Hollow Rd east of Quarryville (around mile marker 23 or so), the trail is not particularly bike-friendly and the last mile is so overgrown it's not even really hike-friendly.

The trail is marketed as 29.1 miles, but if you're planning on biking, it is about 23 miles.

Enola Low Grade Trail

Excellent choice for a long, flat ride

June, 2025 by tedreese_tl

“Low Grade” is no exaggeration and this is an excellent trail if you’re looking for a long, flat cruise. As others have commented, the scenic highlights are on the western half of the trail so start at Turkey Hill trailhead if that’s what you’re looking for. Portable toilets at maybe half the trailheads. No easy access to stores/conveniences (except Quarryville) so BYO water and nutrition

Monroe Township Bike Path

best trail in South Jersey

June, 2025 by 699vf9dfnt

Fully paved easy to ride.

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

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