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United States
Maryland
Washington County

Boonsboro

The best walks and hikes around Boonsboro

4.7

(33)

553

hikers

35

hikes

Hiking around Boonsboro, Maryland, offers access to varied terrain along the South Mountain ridge, a part of the Blue Ridge Mountain Range. The region is characterized by dense forests, historic sites, and sections of the Appalachian Trail. Hikers can explore state parks such as South Mountain State Park and Washington Monument State Park, which feature diverse landscapes from groomed paths to rocky trails. These areas provide opportunities for experiencing natural features and significant historical landmarks.

Best hiking trails around Boonsboro

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Last updated: May 1, 2026

5.0

(7)

86

hikers

#1.

Annapolis Rock and Black Rock via Appalachian Trail

10.6km

03:03

260m

170m

Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.

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Moderate

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

Hard
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Moderate hike. Great for any fitness level. Mostly accessible paths. Sure-footedness required.

Moderate

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Hard hike. Very good fitness required. Mostly accessible paths. Sure-footedness required.

Hard
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Tips from the Community

Matthew
March 14, 2024, View from Black Rock Cliff

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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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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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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David Howells
December 18, 2023, Greenbrier Lake

The recreational fulcrum of Greenbrier State Park is beautiful Greenbrier Lake. This is a 42-acre man-made lake with glorious white sandy beaches and abundant swimming areas that gradually reach out to the lake to a depth of no more than six feet. Fishing for trout, bass, or bluegill is permitted on the lake with a state-issued license required for those 16 years or older.

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Take a turn here and travel 50m or so along a rocky footpath to enjoy tremendous views across the South Mountain State Park. The trail to White Rocks is a little overgrown and rocky, but well-marked and easy to see. It's a lovely place to catch your breath whilst admiring the phenomenal views.

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The Antietam National Battlefield remembers the Battle of Antietam in the American Civil War on September 17th 1862. There is an audio tour and hiking through the battle ground you get a really good sense of what the soldiers experienced over 150 years ago.

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Enjoy tremendous views across the South Mountain State Park from this scenic viewpoint along the well-known Appalachian Trail. The trail to White Rocks is a little overgrown and rocky, but well-marked and easy to see. Wear a decent pair of sturdy boots and be mindful of your footing.

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Frequently Asked Questions

How many hiking trails are available around Boonsboro?

Boonsboro offers a wide selection of hiking opportunities, with over 25 routes available. These trails cater to various skill levels, including easy walks, moderate excursions, and more challenging hikes.

What kind of terrain can I expect on the hiking trails near Boonsboro?

The trails around Boonsboro primarily traverse the South Mountain ridge, part of the Blue Ridge Mountain Range. You can expect varied terrain, from groomed singletrack paths to rocky and rooted sections, often winding through dense forests. Many routes follow sections of the Appalachian Trail, offering diverse landscapes.

Are there easy or beginner-friendly hikes in Boonsboro?

Yes, Boonsboro has several options suitable for beginners or those looking for an easier walk. There are 9 routes classified as easy, providing accessible ways to explore the region's natural beauty without intense physical effort. For example, trails within Washington Monument State Park are generally suitable for all ages.

Are there any family-friendly hiking options around Boonsboro?

Many trails in the Boonsboro area are suitable for families, especially those within state parks like Washington Monument State Park. These parks often feature well-maintained paths and points of interest that can engage younger hikers. Consider routes that are classified as easy or moderate for a pleasant family outing.

Can I bring my dog on the hiking trails in Boonsboro?

Many state parks and trails in Maryland, including those around Boonsboro, are dog-friendly, provided dogs are kept on a leash. It's always a good idea to check specific park regulations before heading out, but generally, your leashed canine companion can join you on most hikes.

What natural features or landmarks can I see while hiking near Boonsboro?

Hiking near Boonsboro offers access to several notable natural features and landmarks. You can find stunning vistas like the View from Annapolis Rock and the View from Black Rock Cliff. The area also features Greenbrier Lake and the unique View of White Rocks. The Appalachian Trail itself is a significant natural and cultural landmark.

Are there any historical sites along the trails around Boonsboro?

Yes, the Boonsboro area is rich in history. The Appalachian Trail passes through Gathland State Park, where you can see the National War Correspondents Memorial Arch. Additionally, Washington Monument State Park is home to the first monument dedicated to George Washington. The South Mountain Battlefield, a Civil War site, is also part of the broader South Mountain State Park.

What is the best time of year to hike in Boonsboro?

The best time to hike in Boonsboro generally depends on your preference. Spring and fall offer pleasant temperatures and beautiful scenery, with blooming wildflowers in spring and vibrant foliage in autumn. Mid-September is particularly good for birdwatching at Washington Monument State Park, as it's a prime time for migratory birds like hawks and eagles. Summers can be warm and humid, while winters may bring snow and colder conditions, requiring appropriate gear.

Are there any loop trails around Boonsboro?

While many trails in the area are out-and-back, there are options for loop trails or routes that can be combined to form a loop. For instance, the Washington Monument from Greenbrier Lake route offers a varied experience, and many sections of the Appalachian Trail can be used to create circular paths when combined with other local trails.

Where can I find parking for hiking trails near Boonsboro?

Parking is generally available at the various state parks and trailheads throughout the Boonsboro area. Popular spots like South Mountain State Park, Washington Monument State Park, and Greenbrier State Park offer designated parking areas. For specific Appalachian Trail access points, look for parking lots near major road crossings or trail shelters.

What do other hikers enjoy most about the trails around Boonsboro?

The trails around Boonsboro are highly rated by the komoot community, with an average score of 4.6 stars from over 25 reviews. Hikers often praise the diverse terrain, the scenic overlooks along the Appalachian Trail, and the historical significance of sites like the Washington Monument and Gathland State Park. The combination of natural beauty and historical context makes for a rewarding hiking experience.

What kind of wildlife might I encounter on the trails?

The forests and natural areas around Boonsboro are home to various wildlife. Hikers commonly spot deer, chipmunks, and a wide array of bird species. During migratory seasons, especially in mid-September, parks like Washington Monument State Park are excellent for observing hawks, eagles, and falcons.

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