Hiking the Appalachian Trail from Old South Mountain Inn to Rocky Run Shelter offers a perfect mix of history, natural beauty, and peaceful forest paths. Starting near the historic inn in Maryland, the trail takes us through dense woodlands and gentle climbs with scenic overlooks along the way. The trek is about 5 miles and moderately challenging, making it ideal for backpackers looking for a short overnight. Arriving at Rocky Run Shelter, we will enjoy the updated facilities, including a newer shelter, before settling in for a relaxing evening surrounded by nature.