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Hike on the Appalachian Trail at Annapolis Rock | Get a taste of the Appalachian Trail on the 5.4-mile, out-and-back hike to a scenic overlook atop the white cliffs of Annapolis Rock. Despite the name, it’s near Boonsboro, in Maryland’s Washington County, not Annapolis. (hikingupward.com; search for “Annapolis Rocks”)
Annapolis Rock via Appalachian Trail is a 5.1 mile moderately trafficked out and back trail located near Boonsboro, Maryland that features beautiful wild flowers and is rated as moderate. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.