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Washington County

Pen Mar High Rock Overlook via Appalachian Trail

Routes
Hiking trails & Routes
Washington County

Pen Mar High Rock Overlook via Appalachian Trail

Moderate

5.0

(1)

9

hikers

Pen Mar High Rock Overlook via Appalachian Trail

02:21

8.03km

160m

Hiking

Hike the moderate 5.0-mile Pen Mar High Rock Overlook via Appalachian Trail for panoramic views and a challenging final ascent.

Last updated: February 26, 2026

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Your route passes through protected areas

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Waypoints

A

High Rock Overlook

Highlight • Viewpoint

High Rock is a park and overlook about an hour and a half outside of Baltimore and just off of the Appalachian Trail. There is a large graffitied rock (and …

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4.71 km

Viewpoint

Viewpoint

B

8.03 km

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Way Types & Surfaces

Way Types

8.03 km

Surfaces

7.79 km

194 m

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Elevation

Elevation

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Today

Friday 8 May

17°C

5°C

19 %

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Max wind speed: 31.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Pen Mar High Rock Overlook trail?

The primary access point and parking area for this route is at Pen Mar Park, located right on the Maryland-Pennsylvania border. The trail starts directly from the park.

Is this trail dog-friendly?

Yes, the trail is generally dog-friendly. However, given that parts of the ascent to High Rock Overlook are steep and very rocky, ensure your dog is capable of handling such terrain. Always keep your dog on a leash and practice Leave No Trace principles.

What is the best time of year to hike this route?

Spring and fall are ideal for hiking this trail, offering pleasant temperatures and beautiful foliage. Fall provides stunning views of the changing leaves, while spring brings new growth. Summer can be hot and humid, and winter hiking is possible but requires appropriate gear for potentially icy and rocky conditions, especially on the steep ascent to High Rock.

Are there any permits or fees required to hike here, especially since it's in South Mountain State Park?

No, there are no specific permits or entrance fees required to hike this section of the Appalachian Trail or to access Pen Mar Park. While the trail passes through South Mountain State Park, general access for hiking is free.

Is the Pen Mar High Rock Overlook via Appalachian Trail suitable for beginners?

The initial sections of the trail are relatively easy, following an old railroad grade. However, the final 0.8 miles to High Rock Overlook involve a significant and strenuous ascent of about 500 feet, featuring steep, rocky terrain and stony steps. While much of the trail is manageable, beginners should be prepared for this challenging final push.

What is the terrain like on the trail?

The terrain varies significantly. It begins on a wider, less challenging old railroad grade, then transitions to a footpath through wooded areas. You'll encounter numerous rocky sections, including boulder fields, requiring careful footing. The final ascent to High Rock Overlook is particularly steep and rocky.

What notable features or viewpoints will I encounter along the way?

The trail offers several highlights. You'll start at Pen Mar Park, which provides excellent views of the Cumberland Valley. As you hike, you'll cross the historic Mason-Dixon Line. The main attraction is the High Rock Overlook, a large rocky cliff with dramatic panoramic views extending into Pennsylvania and potentially Virginia.

Does the trail have any historical significance or unique landmarks?

Yes, it does. Pen Mar Park was once a popular amusement park and resort. The trail also crosses the historic Mason-Dixon Line, marking the border between Maryland and Pennsylvania. The High Rock Overlook itself has a history as a hang-gliding launch point and is known for its extensive graffiti.

Is this a loop trail or an out-and-back route?

This specific route to Pen Mar High Rock Overlook via the Appalachian Trail is an out-and-back route. You will return along the same path you took to reach the overlook.

Are there any specific considerations for hiking in winter?

Winter hiking is possible, but conditions can be challenging. The steep and rocky sections, especially near High Rock Overlook, can become very slippery with ice and snow. Proper winter hiking gear, including traction devices like microspikes, is highly recommended.

Are there any facilities or amenities available near the trailhead?

Yes, Pen Mar Park, where the trail begins, offers several amenities. It has a playground, picnic tables, and a covered overlook, making it a convenient spot for pre- or post-hike relaxation.

Does the trail intersect with other well-known paths?

Yes, the route is entirely part of the Appalachian Trail and the Appalachian National Scenic Trail. It also covers sections of the Tuscalachian Loop and Blue Mountain Road.

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