Find the top rated cross country skiing trails in Smyrna, 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.
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.
The bikeway is used as a pet toilet for developments that run alongside, very few bother to clean up after their pet, disgusting. Bring a club with you to fight off aggressive, untrained dogs too.
The asphalt surface is dangerously uneven from tree roots pushing thru. The debris hasn't been cleaned off in years, so you don't know what under the dead leaves and pine needles.
Watch out for wild motorcycle riders, ebikes, and 4 wheelers roaring by. Crossing streets along the path can be deadly. Most cars fly into the intersection without being aware!
I now ride in the street where its safer!
If you visit Lewes or Rehoboth Beach plan to take your bike and check out these trails. The J&B combined with Cape Henlopen SP is my favorite, be sure to ride it in both directions as well. This year I added the Georgetown section (it's a fair distance out and back from Lewes, ends up somewhere near Rt. 9 and Cool Spring Rd). The very straight, very flat paved Georgetown/Lewes Trail was busy close to Lewes on a warm Saturday in May, I expect summers are even more crowded. There are more road crossings than I like but cars were courteous. The J&B twists through both Lewes and Rehoboth with everything from paved residential areas to gravel paths through wooded and open field sections in between. The signage is adequate but it is easy to get misdirected in Rehoboth. If you make your way through Rehoboth on whatever route you choose, continue to the southern entrance of Cape Henlopen. You can't miss the Gordon Pond Trail which takes you through the park and back to Lewes. Cape Henlopen trails are well marked, there are multiple other trails within the park also. There are many places to stop and rest and bathrooms along all 3 sections.
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.
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.
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.
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.
I was looking for a trail run, and this was essentially like running on sand. Wasn’t a big fan. The other trails in the park are better.
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.
Definitely an adventure on a bike. Some parts are smooth; others are pretty rugged. Just be prepared for some rocks. 10mph feels like flying.
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.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Scan the QR code to get TrailLink on your phone
Map Search
