28 hiking trails within 100 miles of Hagerstown, from South Mountain's Appalachian Trail overlooks to Pennsylvania's Laurel Highlands and state high point Mount Davis
South Mountain, right at Hagerstown's own edge, carries the Appalachian Trail through the area — well-known ground, but not the named-summit database this guide draws from. Head west instead and the Allegheny Plateau starts to rise: this guide's closest tracked trail, Big Mountain, is about 27 miles and a 36-minute drive into south-central Pennsylvania. Push a little farther and the Maryland/Pennsylvania Allegheny cluster — Dans Rock, Wolf Rock, Fairview, Sampson Rock — sits 65 to 68 miles out, and Pennsylvania's own state high point, Mount Davis, tops out the farthest tier at just over 100 minutes via I-70 and US-219.
This guide covers all 28 trails within 100 miles of Hagerstown, sorted by actual distance from real trailhead coordinates — not the city center. Each trail includes:
Perfect for a quick morning hike
Gentler Allegheny Plateau summits, great for beginners and families
More climbing, still a manageable day trip
Worth the extra drive — Pennsylvania's own state high point
Sorted by distance from Hagerstown