Explore the best rated trails in Charles Town, WV, whether you're looking for an easy walking trail or a bike trail like the Western Maryland Rail Trail and Winchester Green Circle . With more than 72 trails covering 4409 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.
This short trail is over a creek that separates Tysons office and retail developments from residential areas. There are various side trails not on this map along the creek as well. The area is dubbed “Tysons Last Forest” by neighbors who fought to preserve the area from development prior to its opening in 2019.
The path in some areas were easily accessible and shown however coming from takoma the signage was not very well maintained…the bike trail was on side and the signage on the opposite side. Luckily I know the area to get to the actual trail. Other than that, it was a pleasant bike trail.
This is probably the most I could handle on a bike ride. We rode the GAP and C&O back to back like many do in 8 days. It was great fun but the C&O is noticeably rougher, fewer port-a-Johns and very scarce potable water sources. On our 7th day from Williamsport to Brunswick we ran out of water midway and rode the remaining 25 miles without water. Fortunately the shade offered by the beautiful canopy of trees made it bearable. We made sure to load up on extra water on our final day. The mix of loose sand that caught us by surprise & the larger stones on the trail made for a more challenging ride than expected. On the one rainy day we had from Cumberland to Little Orleans, some of the puddles we encountered offered a new sense of “oh dear” as we didn’t know how deep the hole we were riding thru when there was no room to go around the puddle.
Biked from Hancock to Little Orleans and return on August 30, 2025. Distance: 34.5 miles. Stopped for lunch at Bill's Place in Little Orleans and got good food and friendly service. The paved portion of the trail is in excellent condition -- thanks to the Maryland Park Service for recently repaving the trail. The only negative is the 3-mile detour on the C & O Canal towpath around the abandoned Indigo tunnel. The towpath detour is unpaved and has a rougher surface than the trail. The nearly one-mile long tunnel was closed in 2010 to protect a handful of bats allegedly living inside. The tunnel is an engineering marvel that should be seen and experienced by humans. Opening it to trail users would help the economically depressed Western Maryland area. For example, the equally-long Blue Ridge Tunnel in Afton, Virginia, draws about 50,000 visitors annually since it was reopened in 2020.
We started at Lake Needwood which had great parking. The trail is not well maintained. It is bumpy most of the way south. It looks like there has been some attempt to patch the asphalt but the transitions were not smoothed out so many jarring bumps. Also tree roots have pushed up the trail which is not unusual but given all the other bumps it was annoying. Also be aware that from Lake Needwood - it is downhill so if you are returning to the same spot, you will have an uphill climb which is not too bad.
there are some really old bridges that go over the C&O. the highlight is the paw paw tunnel. better to walk through it. once you hit little orleans, i suggest going on the western maryland trail. it is fully paved and nice.
hancock is a great town
The western end is paved and is a nice as any rail trail anywhere. Just short. The eastern end has a boardwalk section and then drops you on a gravel section. The gravel is a little big for my liking. I was on a road bike riding 30s but did fine. This section goes through a cut in the mountain made to get the railroad a level grade.
Starts at a dam and has some hills. It is not bike/stroller friendly. Hiking boots are better. Sneaker can be a challenge especially after rain. Dumps off into a neighborhood and you pick it back up. About a 4 mile loop.
I have used this trail a few times to commute from the Arlington, VA area into the district. It is convenient but could use a repaving. The paved path is bumpy (It looks like tree roots grew to create the wavy in the path). The first time I rode it I was pulling my dog and the wavy ness of the trail actually broke the bike rack connecting the dog trailer from the bumps. 3 years later from when by rack broke, the path has only gotten more wavy.
This trail is also hilly so you will get a workout. Going from Ballston to DC it was more downhill and rather easy, coming back the hills were somewhat steep. A good workout but not overly difficult.
On a side note: If you are visiting DC, I strongly suggest using the bike trails in DC, around DC, and all the trails in the surrounding areas. Every Smithsonian has bike racks to lock up your bike while visiting the museums. It is a great way to see the monuments, museums, and the mall without miles of walking. Today I first went to Library of Congress (to do some research), then to National African American Museum, and to the Native American Museum. I rode about a mile between the two museums which was much easier than walking.
I just finished a two-day solo tour (Cumberland to Williamsport, Williamsport to DC) and had an incredible experience despite the rain and the tough going over a few stretches. I hear a lot of criticism about the C & O, particularly when compared to the GAP (which I have also done). I appreciate the contrast and hope that the C&O retains its historic character as a more rugged towpath (not a rail trail). That said, the conditions on the east side of Paw Paw and from White’s Ferry to DC were challenging (again, I like the changing surfaces). Highlights: wilderness character, Paw Paw Tunnel, sycamores between Harper’s Ferry and Antietam, Great Falls, Monocacy, Point of Rocks station and the towns.
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