Explore the best rated trails in Shippensburg, PA, whether you're looking for an easy walking trail or a bike trail like the Stony Valley Rail-Trail and Lower Trail . With more than 34 trails covering 4193 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.
My husband and I broke the trail up into 3 segments between May 8th to May 19, 2025 riding our bikes. We started at New Freedom, PA and rode to Walker Road and back. (14.2 miles). The next time we rode from Walker Road to Monkton station and back. (14.2 miles). Then we finished the trail riding from Monkton to Ashland Road and back (14.2 miles). The scenery included beautiful foliage, a winding creek, and various forest creatures. The trail itself is well kept. It is also well traveled with walkers, runners and cyclists.
The overpass at mile marker 11.5 in Seven Valleys over PA Rt 214 is closed and Northbound trail users must descend an embankment next to the Four Springs Winery and ride through town to Church St to pick up the trail again. Southbound riders follow the same detour in reverse.
Day 2 of our ride to complete all 16.5 miles (and back). We parked at Flowing Spring Road/Trailhead and biked to Williamsburg and back. Another great day on the trail. This trail is crushed limestone with the exception of the Williamsburg area, which is asphalt paved. We enjoyed the historic Grannis Station, mile 13 on the trail.
Having traveled over 3 hours, we split this trail up over 2 days and made an overnighter out of it. So much history along this trail, old foundations, and locks & canals, with many interesting sights. We also stopped at Mt. Etna old furnace, near the trail. Day 1 cycled from mile 0 in Alfarata to Williamsburg, mile 11. Trail surface is crushed stone except the Williamsburg section is paved. We stayed in nearby Altoona which offers several hotels and many restaurants.
I rode this for a second time recently. The trail is in great shape. I will they would add the path through the tunnel. Extending the trail over the three bridges would make this the best in the area. Not sure if that is a plan. Hancock is a great town. Very remote in little orleans
Hands-down amazing trail. It’s a nice wooded adventure, especially east of Riverfront Park, and it’s twisty! Not enough to really impede a good ride. I like the twists; they made the trail interesting in ways many rail trails don’t. Highly recommend for riders of all levels.
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 trail is outstanding so far. Still a lot of work to be done, but wow.
The church parking is not open to the public. I parked on Charles St. That said, the trail is in great shape, and there is a trestle bridge leftover from the railroad viewable from the trail. Just note: it’s a climb!
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.
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