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United States
Maryland
Montgomery County

Damascus

The best walks and hikes around Damascus

4.5

(16)

209

hikers

47

hikes

Hiking around Damascus offers diverse terrain, characterized by rolling hills, forested areas, and river valleys. The region features a blend of natural landscapes, including the Appalachian Mountains and the Virginia Creeper Trail, providing varied experiences for outdoor enthusiasts. Hikers can explore paths through woodlands and along waterways, with elevations typically under 200 meters.

Best hiking trails around Damascus

  • The most popular hiking route is Bootjack and Scotts Branch Trail Loop, a 5.2 miles (8.4 km) trail that takes 2 hours 15 minutes to complete, featuring moderate climbs through varied forest.
  • Another top favourite among local hikers is Western Piedmont, Pine Grove, and Windy Ridge Loop, a moderate 6.8 miles (10.9 km) path. This route offers a longer excursion through woodlands, taking approximately 2 hours 57 minutes.
  • Local hikers also love the Hard Cider, Purdum, and Loggers Loop, a 2.7 miles (4.4 km) trail leading through forested areas, often completed in about 1 hour 11 minutes.
  • Hiking around Damascus is defined by rolling hills, dense woodlands, and riverine paths. The network offers options for different ability levels, from easy strolls to moderate excursions.
  • The routes in Damascus are highly rated by the komoot community with an average score of 4.9 stars from over 14 reviews. More than 180 hikers have used komoot to explore Damascus's varied terrain.

Last updated: June 24, 2026

8

hikers

#1.

Logger, Purdum, Kingsley and Windy Ridge Trail Loop

7.76km

02:06

100m

100m

The Logger, Purdum, Kingsley and Windy Ridge Trail Loop offers a delightful escape into nature, winding through rolling hills and stream valleys that can be muddy and rocky in spots. You'll traverse diverse forest landscapes, eventually reaching the aptly named Windy Ridge Trail, which provides expansive, breezy views over the surrounding forests and valleys. Keep an eye out for the tranquil Little Bennett Creek, which meanders through the woods and fields, adding to the picturesque scenery of this moderately challenging 4.8-mile (7.8 km) hike.

Planning your visit to this loop is straightforward, as it's open year-round and generally not crowded, making it ideal for a peaceful outing. The trail is dog-friendly, provided your canine companion stays on a leash. While specific parking information isn't detailed, the Little Bennett Regional Park area typically offers accessible parking. Given the varied terrain, including potentially muddy and rocky sections, it's wise to wear sturdy, waterproof footwear, especially after rain.

Beyond the natural beauty, this trail loop is rich in local history, offering a glimpse into the past of the Little Bennett Valley. You'll encounter the Kingsley Schoolhouse, a preserved one-room schoolhouse from the late 19th century, and the Montgomery Chapel Cemetery, an old burial ground that adds a reflective layer to your journey. This 2-hour and 5-minute route, with its 330 feet (101 metres) of elevation gain, provides a unique blend of outdoor activity and historical exploration, setting it apart from more generic trails.

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Moderate

The Western Piedmont, Pine Grove, and Windy Ridge Loop offers a delightful journey through Montgomery County, Maryland's rolling hills and picturesque stream valleys. You'll hike through dense forests of deciduous trees, hemlock, and oak, enjoying plenty of shade and the chance to spot local wildlife. The trail provides a pleasant mix of terrain, including well-maintained paths and some potentially rocky or steep sections on the Windy Ridge component, making for an engaging experience.

This moderate 6.8-mile (10.9 km) hike, with 439 feet (134 metres) of elevation gain, typically takes around 2 hours and 56 minutes to complete. Parking is generally available at trailheads within Little Bennett Regional Park. It's a versatile route suitable for hiking, trail running, or even horseback riding, and it's enjoyable throughout the year, especially for its spring wildflowers or autumn colors.

Beyond the natural beauty, the loop features interesting points like the historic Norwood Tobacco Barn, adding a touch of local heritage to your outdoor adventure. This multi-use trail system is a fantastic option for those seeking a rewarding forest walk with varied scenery without needing to travel far from the city, offering a true sense of escape within a regional park setting.

Moderate
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The Hard Cider, Purdum, and Loggers Loop offers a delightful journey through the varied landscapes of Little Bennett Regional Park. You'll wander through dense forests, open meadows, and along rolling hills above Little Bennett Creek, experiencing a pleasant mix of natural settings. While the 2.7-mile (4.4 km) loop is rated easy with only 201 feet (61 metres) of elevation gain, some sections can be muddy and rocky, so sturdy shoes are recommended for the roughly 1 hour and 11 minutes it takes to complete.

Planning your visit is straightforward, with the trailhead for the Hard Cider Trail easily accessible from the Kingsley Parking Area. This shared-use path is open to hikers, bikers, and equestrians, so expect to encounter others enjoying the park. A convenient porta-potty is available at Earl's Campsite, and a charming picnic spot under pine trees provides a great place for a break, making it a well-equipped option for a family-friendly Loggers Loop hike.

This trail is a fantastic way to experience Montgomery County's largest natural area, Little Bennett Regional Park, which spans over 3,700 acres. The park boasts more than 25 miles of natural surface trails and historic sites, offering a rich environment for nature and wildlife observation. The Hard Cider, Purdum, and Loggers Loop provides a perfect introduction to the park's diverse ecosystems and is an excellent choice for those seeking an accessible outdoor adventure.

Easy

Hike the 3.7-mile Western Piedmont, Bennett Ridge and Beaver Valley Trail Loop in Little Bennett Regional Park, an easy 1h 34m adventure.

Easy

Hike an easy 3.9-mile loop through diverse woodlands and historical sites in Little Bennett Regional Park, with deer and bird sightings.

Easy
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Tips from the Community

Yevgen
August 10, 2025, Little Bennett Regional Park

Absolutely stunning place to ride your bicycle either with friends or yourself. Trails aren't overcrowded, sometimes you can meet hikers or another bikers. It worth to visit and give it a try. Some skills are required in downhills, but nothing really special, however, good aerobic shape is mandatory.

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Discover the expansive beauty of Little Bennett Regional Park, a 3,700-acre green haven for biking enthusiasts. Navigate scenic trails through lush forests, expansive meadows, and serene wetlands. Encounter native plants and wildlife like the eastern bluebird and timberdoodle, creating a captivating and dynamic biking experience in the heart of nature.

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Discover history while mountain biking at Norwood Tobacco Barn. Once the late 19th-century farm of Jeremiah Norwood, this 68-acre site holds tales of a historic era.

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Spread over 3,700 acres, Little Bennett Regional Park is a green oasis. Trails lead through the beautiful scenery so you can easily explore on foot, bike or horseback. You'll spot many species of native plants and animals such as the eastern bluebird and timberdoodle as you wander through forests, meadows and wetlands.

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Frequently Asked Questions

What kind of terrain can I expect when hiking around Damascus?

Hiking around Damascus, Virginia, offers a diverse landscape characterized by rolling hills, dense woodlands, and riverine paths. The region is nestled within the Appalachian Mountains and features sections of the Virginia Creeper Trail, providing varied experiences from gentle strolls to moderate excursions through forests and along waterways. Elevations are typically under 200 meters, making for accessible and enjoyable hikes.

How many hiking trails are available in the Damascus area?

There are over 45 hiking trails available around Damascus. This includes a variety of routes catering to different skill levels, from easy walks to more challenging moderate trails.

Are there any easy hiking trails suitable for beginners or casual walkers?

Yes, Damascus offers many easy hiking trails. Approximately 32 of the routes are considered easy. A good option is the Hard Cider, Purdum, and Loggers Loop, which is a 2.7-mile (4.4 km) trail leading through forested areas, typically completed in about 1 hour 11 minutes.

What do other hikers say about the trails in Damascus?

The hiking trails in Damascus are highly rated by the komoot community, with an average score of 4.9 stars from over 14 reviews. Hikers often praise the well-maintained paths, the peaceful woodland environments, and the variety of loop options available. Over 180 hikers have used komoot to explore the area's diverse terrain.

Are there any circular hiking routes in Damascus?

Yes, many of the trails around Damascus are circular, offering convenient loop options. Popular choices include the Bootjack and Scotts Branch Trail Loop, a 5.2-mile route through varied forest, and the Western Piedmont, Pine Grove, and Windy Ridge Loop, which is a longer 6.8-mile excursion through woodlands.

What are some interesting places or attractions to see near the hiking trails?

While hiking around Damascus, you can explore several interesting natural and historical sites. Nearby attractions include Little Seneca Lake, offering scenic views, and Little Bennett Regional Park, known for its forested areas. You might also encounter historical sites like the Norwood Tobacco Barn.

Are there any trails suitable for families with children?

Given the prevalence of easy and moderate trails with gentle elevation changes, many routes around Damascus are suitable for families. The forested paths and riverine sections provide a pleasant environment for children to explore. Look for shorter loop trails, such as the Hard Cider, Purdum, and Loggers Loop, which are generally well-suited for family outings.

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

Many trails in the Damascus area are dog-friendly, especially those in regional parks and national forests, provided dogs are kept on a leash. It's always a good idea to check specific trail regulations before heading out, but generally, the natural environment is welcoming for leashed pets.

What is the best time of year to go hiking in Damascus?

The best time for hiking in Damascus is typically during spring and fall. Spring brings lush greenery and comfortable temperatures, while fall offers stunning foliage. Summer can be warm and humid, but shaded forest trails provide relief. Winter hiking is possible, but some trails may be icy or muddy, so appropriate gear is recommended.

Is parking available at the trailheads?

Parking is generally available at designated trailheads and access points for the various hiking routes around Damascus. Many regional parks and trail access points offer parking facilities, though it's advisable to check specific trail information for details on parking availability and any potential fees.

Are there any longer, more challenging hikes for experienced hikers?

While most trails are easy to moderate, there are options for longer excursions. The Western Piedmont, Pine Grove, and Windy Ridge Loop, at 6.8 miles (10.9 km), offers a longer journey through woodlands. There are also a few routes classified as difficult, providing more of a challenge for experienced hikers seeking extended adventures.

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