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Waynesboro, Pennsylvania

Looking for the best hiking in Waynesboro? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Waynesboro. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Waynesboro

  • Cool Spring Path South Parking, Virginia

    Hike Cool Spring Path

    4.0
    2 mi / 70 ft gain
    The Cool Spring Path South is an old golf course that has been and still is in the process of being returned to its natural state by Shenandoah University. The paved paths from the golf course make this an easy hike for anyone. For those who may be in a wheelchair, this loop should be fully acces...
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  • Owings Mills, Maryland

    Soldiers Delight Loop

    4.7
    5.33 mi / 466 ft gain
    From Deer Park Road, parking is available at the nature center or the scenic overlook (about 100 yards up the road). I typically park at the overlook as this affords the ability to hike trails on either side of the road, and always finish the hike back at the car. From the parking area you are ju...
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  • Owings Mills, Maryland

    Serpentine Trail

    4.5
    2.39 mi / 226 ft gain
    Park in the area off of Deer Park road to access the trail. Dogs are welcome on leash. Trail can get muddy in the spring, and there are some stream crossings. 
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  • Bluemont, Virginia

    Hike to Bears Den Overlook

    4.4
    1.31 mi / 164 ft gain
    Bears Den is a collection of rocks and boulders that overlooks the Shenandoah Valley in northern Virginia, just off the Appalachian Trail. You have two options to access this overlook: park at the bottom of the mountain and hike up to the overlook via the trail, or drive to the top and access the...
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  • Bluemont, Virginia

    Hike to Raven Rock

    4.3
    5 mi / 1000 ft gain
    Starting at a small parking lot right off of Route 7 (wuick right onto Pine Grove Road) this hike takes you North on the Appalachian Trail in a very hilly/rocky part of the trail. Expect to gain and lose 300 feet+ multiple times! It's about 2.5 miles each way so budget at least a few hours to go ...
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  • Marysville, Pennsylvania

    Hike to the Susquehanna Overlook

    3.5
    7 mi
    Once you reach the power lines, about a mile after cresting the top of the mountain you can look one way and you’ll see the Susquehanna River. Look the other way, and you’ll see beautiful woods and farm fields in Perry County. Return by the same route for a total of about 7 miles.Parking is at th...
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  • Mill Creek, Pennsylvania

    Thousand Steps Trail to Dinky Shed

    1.56 mi / 942 ft gain
    The 1000 Steps Trail is part of the Standing Stone Trail as it travels up Jack's Mountain in State Game Lands Number 112.  There happens to be 1,037 steps but who's counting!  This is a great workout hike with many great views and an interesting piece of history if you hang a left at the top and ...
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  • Marysville, Pennsylvania

    Hike Trout Run

    1.0
    1 mi
    Hike along the creek for about a half mile, we stop where the trail meets the stream and let the kids play in the water for a bit and then head back. There are 2 large pull-off parking areas alongside of the road. The spot is exactly 3.7 miles from Adventure Park in Mechanicsburg. If you are unfa...
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  • Oldtown, Maryland

    Hike to Paw Paw Tunnel

    3.8
    2.4 mi
    This hike is short and sweet, with it only being 2.4 miles to the other side of the tunnel and back. It's easily accessible, located right off the highway at the Paw Paw Tunnel Campground on the Potamac River at the border of Maryland and West Virgina. The town of Paw Paw is on the West Virgina s...
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  • Parkton, Maryland

    Hike the Gunpowder Falls North and South Loop Trail

    5.0
    13.3 mi / 1180 ft gain
    Park in the lot on Bunker Hill Road and then continue a short ways to the trailhead (see map). There are no bridges for crossing the water so be prepared to pick your way across. 
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