Find the top rated horseback riding trails in Waynesboro, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.
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This is my favorite paved trail. All the bumps and roots are gone since the repaving project was completed in fall 2024. Hancock is the town at about the middle mileage. The western end is quiet through the woods. There are very few road crossings and it's pretty flat grade. Berkeley Springs WV is only 6 miles south of Hancock MD and that's a cute tourist town to visit. There's also a good bike store in Hancock.
Ok section, kind of dull. Agriculture & cows. Found a bit of shade by a grain elevator for lunch. Several washouts filled with tumbleweeds as you get closer to Lind.
This is a great urban trail. Lots of road-crossings, as you can expect being in the city. Note that the parking listed on the map is private; I had to park on Edgar St. I also found an unlisted expansion to the south.
It’s a nice little trail. Notice: the only restroom is mid-way at the Water St. cul-de-sac.
This trail is straight-up amazing. I have nothing else to say.
I tried to do this trail in segments in January. The snow melts way slower on the trail than in other unplowed places. I also think the grades in the northern parts are tough.
The railroad bridge appears to be the only way to access the C&O Canal Towpath directly from Harpers Ferry. It's narrow and congested in the warmer months, and walking a bike across the bridge can be challenging. More difficult is the tight spiral staircase descending to the towpath from the bridge. It's not exceptionally strenuous with a light bicycle but I wouldn't attempt it with a heavy E-bike. Once at the bottom, the towpath is a beautiful cycling experience and it's also an easy walk to the Maryland Heights trail with its Civil War fortifications and fantastic overlook of Harpers Ferry.
It was a foggy damp day. Very light traffic on the trail except in Shippensburg. Very, very well maintained! Some of the gravel is deeper in areas than others, which when wet causes substantial drag on the tires. Total of 26 1/2 miles from end to end as out and back.
Ran the Trail today in a light rain. Enjoyable and easy run through farmland and woods.
Plentiful parking downtown and at Watkins Park on Route 27. East section is picturesque along smooth gravel, decked, and paved sections between interesting rock formations with varied vegetation. Museum in original train station depot is opposite beautifully restored caboose where right of way ends. To reach west section must walk north on Main Street and west on Prospect Road past castle to Hill Street entrance. West section is nicely paved with benches and trees carved with nature scenes. Also can walk up Hill Street, down Baker Street, and ascend stairs behind shops to reach Main Street. This will be a five star trail once the rail connecting east and west sections becomes accessible!
Just finished 40 miles today. Great trail for riding bike on. I started in Ashland and rode just into PA. line, then turned around and back to Ashland. I have completed the whole trail at different times over the past 30 years.
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