5.0
(1)
56
runners
7
runs
Jogging routes around Boonsboro, Maryland, are set against the backdrop of South Mountain, offering varied terrain for outdoor activity. The region is characterized by its access to the Appalachian Trail, providing both groomed singletrack and more technical, rocky paths. Joggers can explore diverse natural landscapes, including the forests and lake at Greenbrier State Park, and trails with scenic views from Washington Monument State Park. The area's topography includes moderate ascents and descents, typical of the Appalachian foothills.
Last updated: June 29, 2026
19
runners
8.10km
01:05
220m
220m
Hard run. Good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
10
runners
11.1km
01:26
250m
250m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(1)
8
runners
8.22km
00:55
190m
190m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
runners
11.5km
01:37
360m
360m
Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
5
runners
16.5km
02:09
400m
400m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Boonsboro
At an elevation of 1,800 feet, the cliffs of Black Rock reach up roughly 1,200 feet above the valley floor. Many people looking for a day hike will hike out and back to the cliffs and viewpoints on Annapolis Rock. If you want a few more miles and like to have the trail to yourself, add on this unique overlook situated along the Appalachian Trail overlooking the Shenandoah Valley. As you make your way further north along the trail, you start to encounter a bunch of backcountry campsites where it's common to come across thru-hikers and people camping overnight along the path.
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This is a beautiful yet challenging ascent/descent (depending on direction you're travelling) along the Appalachian Trail. You'll either be heading toward or away from Annapolis and Black Rock, so you'll be rewarded with scenic viewpoints and somewhere to catch your breath.
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Black Rock is a scenic lookout that provides exceptional views across the Shenandoah Valley, Massanutten Mountain, and beyond. It's a tough route up here, but the views make it all worthwhile.
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Annapolis Rock is perched atop South Mountain in Maryland. There are plenty of smaller rocks to sit down and enjoy the breathtaking west-facing views across the Cumberland Valley. The final bit of path to the lookout is very rocky, so mind your footing, but the views as you arrive make it all worthwhile. There is a water fountain in the campground neaby.
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This section of the Appalachian Trail weaves up and down the landscape of the South Mountain State Park. It's a challenging trail run with plenty of inclines and declines throughout, and travels through beautiful forestry. The path can get rocky underfoot and tends to collect ice in the winter, so it would be best done in the summer months.
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Located at 1,535 feet in the Washington Monument State Park, Monument Knob is a peak with great views of the surrounding landscape. The mountain is situated along the Appalachian National Scenic Trail, so make sure to visit while hiking along the popular trail.
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Greenbrier State Park is nestled in the picturesque Catoctin Mountains of Maryland. It offers a pristine lake, lush forests, and scenic hiking/running trails, and a range of outdoor activities from swimming and fishing to picnicking and camping.
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Black Rock is a scenic lookout that provides exceptional views across the Shenandoah Valley, Massanutten Mountain, and beyond.
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There are 8 dedicated running routes around Boonsboro, offering a variety of experiences for joggers. These routes are highly rated by the komoot community, with an average score of 5.0 stars.
Jogging routes in Boonsboro feature diverse terrain, ranging from groomed singletrack to more technical, rocky, and root-filled paths, especially on sections of the Appalachian Trail. You'll find moderate ascents and descents typical of the Appalachian foothills, providing a good workout amidst natural landscapes.
While many routes offer a challenge, trails within areas like Washington Monument State Park are generally considered easy and suitable for all ages, making them a good option for a less strenuous jog or for beginners. The region's routes include 3 moderate options, which can also be suitable for those looking for a less intense run.
Absolutely! Many running routes in and around Boonsboro offer stunning vistas. For example, the Annapolis Rock via Appalachian Trail provides breathtaking westward views across the Cumberland Valley. Other routes, like the Appalachian Trail to Annapolis Rock and Black Rock, also combine sections of the Appalachian Trail with scenic overlooks.
Boonsboro's running routes are rich with natural beauty and historical sites. You can enjoy views from Annapolis Rock and Black Rock Cliff. Greenbrier State Park features the scenic Greenbrier Lake. Additionally, you might encounter historical sites like the National War Correspondents Memorial Arch at Gathland State Park, which is part of the broader South Mountain Park Recreational Area.
Yes, there are circular running routes available. For instance, the Appalachian Trail β Washington Monument loop from Washington Monument offers a substantial circular option for runners looking for a longer experience.
The running trails around Boonsboro vary in length. You can find routes like the Annapolis Rock via Appalachian Trail, which is about 5 miles (8.1 km), up to longer options such as the Appalachian Trail β Washington Monument loop, which spans approximately 17.3 miles (27.8 km).
While specific parking details for every trailhead are not listed, popular parks like Greenbrier State Park and Washington Monument State Park, which host many of the running routes, typically offer designated parking areas for visitors. It's advisable to check the specific park's website or komoot route details for precise parking information before your run.
The running routes in Boonsboro are highly rated by the komoot community, with an average score of 5.0 stars from over 1 review. Runners often praise the diverse terrain, the challenging yet rewarding ascents, and the stunning views across the Cumberland Valley, particularly from spots like Annapolis Rock and Black Rock.
Boonsboro is uniquely positioned directly along the Appalachian Trail, making it an excellent starting point for runs on this iconic path. You can access sections with varying difficulty, including groomed singletrack and more technical paths. Popular choices include the Annapolis Rock via Appalachian Trail and the Appalachian Trail: Greenbrier to Washington Monument.
Yes, several running routes are located within or connect to state parks. Greenbrier State Park offers nearly eleven miles of trails and a 42-acre lake, while Washington Monument State Park provides trails with historical significance and panoramic views. The Big Red Trail is an example of a route within Greenbrier State Park. For more information on Greenbrier State Park, you can visit visitfrederick.org.


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