Hike Annapolis Rock Trail Via the Appalachian Trail

Girl standing at annapolis rock trail head with mountains and valley view to the west

Annapolis Rock Trail is a must-visit for hikers in Maryland looking for a moderate challenge with rewarding valley views. Located in South Mountain State Park, this 5 mile trail takes you through lush forest, across rocky terrain, and up to a breathtaking overlook of the hills and valley below. 

  • Level of Difficulty: Moderate – uphill and rocky sections.
  • Elevation Gain: ~800ft
  • Skill Level: Intermediate – prepare for a bit of a workout.
  • Distance:  5 miles (out-and-back trail) 
  • Cost: Free

Location and Parking at Annapolis Rock Trailhead

Annapolis Rock Trail is a popular trail just an hour away from Baltimore and Washington D.C. in Maryland and is accessible via route I-40. The trail is in South Mountain State Park and borders Greenbrier State Park to the west. An area of historic and geologic significance, the South Mountain ridge goes from the Pennsylvania state line to the Potomac River and is the site of the 1862 Civil War Battle of South Mountain. 

Finding a Parking Spot

There is a big parking lot off route 40, which can fill up fast, especially on the weekend. The trailhead will have a sign with a map of the area and white-blazed markers for the Appalachian Trail (AT). While you’re here, read up on hiking the AT before starting your venture to Annapolis Rock! 

Hiking the Annapolis Rock Trail

view from annapolis rock trail of the valley below

Shortly after starting on the AT, you will see a brown trail sign. Follow the sign’s directions by turning right for Annapolis Rock to the north. 

Then, you’ll walk alongside I-70 and then under route 40. This is the least pleasant section because noise from the cars can be loud and takes away from the tranquility of nature hiking. Hang in there though because that section is short and you’ll be walking through the quiet forest in no time.

You will pass by a spur trail for Pine Knob Shelter around a half mile later. Keep to the right here to continue on the trail. Towards the top of the trail, you’ll see blue-blazed trail markers that will lead you to Annapolis Rock. 

Scenic Mountain and Valley Views at Annapolis Rock

At the top, take a seat and soak in the views of Cumberland Valley and the 42-acre Greenbrier Lake. The cliff has a considerable drop-off, so be mindful and keep some distance. You may even see some rock climbers scaling the walls beneath and surrounding Annapolis Rock. There is also a campground with a caretaker at the end of the trail.

Explore More by Hiking to Black Rock

Round trip, this hike takes about two hours, but that could change depending on how long you want to experience this overlook. If you’re feeling like hiking more, you can continue onto Black Rock, which is another 1.4 miles round trip from Annapolis Rock. Black Rock trail offers more challenging terrain but another rewarding overlook.

Tips for Hikers Considering Annapolis Rock Trail

girl standing at Annapolis rock trail head
  • The trail includes sections of incline where you ascend steps built into the trail. I wouldn’t classify this as hard, but it can get your heart pumping! 
  • Some areas can be quite rocky, and depending on the season, it can be muddy and slippery. It’s important to wear appropriate footwear that’s sturdy and has good traction, and to stay alert. 
  • Most of the path itself is a good width, so it’s easy to pass others. 
  • Dogs are allowed on leashes – which comes in handy towards the end by the cliff! 
  • You may see thru-hikers making their way along the AT.
  • Hiking Annapolis rock trail at different seasons gives it an entirely new feel. Fall foliage is stunning from the trail-end’s overlook. 
  • I cannot overstress that this is a popular hike. Therefore be prepared to share the views with other hikers, trail runners, families, and young children. 
  • Stay on the marked trail to protect wildlife and allow for regrowth of plants.
  • Always practice the seven Leave No Trace principles and respect nature.