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United States
Virginia
Loudoun County

Round Hill

The best walks and hikes around Round Hill

4.8

(24)

416

hikers

20

hikes

Hiking around Round Hill offers access to a diverse landscape of rolling hills and forests in northern Virginia. The region is strategically located near the Appalachian Trail, providing varied terrain from gentle paths to more challenging mountain sections. Features include the Blue Ridge Mountains, the Shenandoah Valley, and Sleeter Lake Park, all contributing to a range of outdoor experiences.

Best hiking trails around Round Hill

  • The most popular hiking route is Raven Rocks Overlook โ€” Appalachian National Scenic Trail,โ€ฆ

Last updated: May 16, 2026

13

hikers

#1.

Appalachian Trail

38.0km

11:00

850m

1,190m

Embark on a challenging hike along this section of the Appalachian Trail, a difficult route spanning 23.6 miles (38.0 km). You will ascend 2777 feet (846 metres) over an estimatedโ€ฆ

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Hard

Hike the challenging 4.2-mile Appalachian Trail from Bear's Den Park to Sam Moore Shelter, featuring rocky 'roller coaster' terrain and pano

Moderate
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4

hikers

1.87km

00:33

80m

10m

The Bear's Den Park Trail offers an easy hiking experience through Northern Virginia's wine country. As you hike the 1.2 miles (1.9 km), you will navigate rocky and hilly sections,โ€ฆ

Easy

3

hikers

Embark on a moderate hiking adventure along the Raven Rocks via Appalachian Trail, a route known for its challenging rocky terrain and continuous ups and downs. This 4.9-mile (7.9 km)โ€ฆ

Moderate

2

hikers

Embark on a challenging hike along the Washington & Old Dominion Trail, a difficult route spanning 15.6 miles (25.1 km) with an elevation gain of 404 feet (123 metres). Thisโ€ฆ

Hard
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Tips from the Community

Zachary
June 23, 2025, Washington & Old Dominion Regional Park

The Washington & Old Dominion Trail and Bridal Path parallel one another as the trails run through a tunnel of green between Leesburg and Ashburn.

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Purcellville, at the end of the rail line, has great places to stop. Monk's BBQ is fantastic and easy, and if you want to simply spend more time you can take the distillery tour at the Catoctin Creek Distilling Company (makers of great rye and other spirits). They town has also kept the old downtown shopping area straight out of the 1940s, which is great to see.

1

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Goosecup is a coffee shop, located in Leesburg, VA. It is is a popular spot with locals and visitors alike and is known for its coffee and cozy atmosphere.

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Picturesque gentle climb on the W&OD, a reminder that this was a railway for years and years

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Blackburn Trail Center has a small parking area and is a great spot to hop on and off the Appalachian Trail via the Appalachian Trail Spur. Potomac Appalachian Trail Club (PATC) runs the cabins, and you are pretty likely to run into some long-distance hikers in the summer.

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Alex
July 4, 2024, Wilson Gap

Wilson Gap, a short 0.1 mile from the Appalachian Trail, is is right on the border of West Virginia and Virginia. Wilson Gap used to be called Gregory's Gap, and is at an elevation of 1,444 feet above sea level.

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While on the Power Line Trail, cross over the Appalachian Trail carefully, as it is a very busy trail with hikers.

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Survived the Civil War battles nearby untouched. Itโ€™s a โ€œMiracleโ€.

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Frequently Asked Questions

What kind of hiking terrain can I expect around Round Hill?

The Round Hill area offers a diverse landscape characterized by rolling hills, dense forests, and sections of the iconic Appalachian Trail. You'll find a mix of gentle paths and more challenging mountain sections, particularly along the Blue Ridge Mountains, providing varied experiences for different fitness levels.

Are there any easy hiking trails suitable for beginners or a relaxed walk?

Yes, Round Hill has several easy trails. For instance, the Bears Den Overlook from Snickers Gap Parking โ€” Appalachian Trail is an easy 1.7-mile path offering views of the Shenandoah Valley. Another option is the Bears Den Overlook loop from Snickers Gap, a 1.4-mile trail through forested areas to the overlook.

Where can I find the best viewpoints or scenic spots in the area?

For breathtaking views, head to Bears Den Overlook, which offers panoramic vistas of the Shenandoah Valley and the Blue Ridge Mountains. Another popular spot is Raven Rocks Overlook, a prominent viewpoint along the Appalachian Trail known for its scenic beauty.

Are there any circular hiking routes available around Round Hill?

Yes, there are circular routes to enjoy. The Bears Den Overlook loop from Snickers Gap is a popular 1.4-mile option. Another is the Appalachian Trail loop from Snickers Gap, which is an easy 3.8-mile loop.

What are the most challenging hikes near Round Hill?

While many trails are moderate, the region's proximity to the Appalachian Trail means you can find more challenging sections. Routes like Raven Rocks Overlook โ€” Appalachian National Scenic Trail, a 5.3-mile moderate trail with significant elevation gain, offer a good workout. The Appalachian Trail itself, particularly the 'roller coaster' section near Bears Den, can provide more strenuous experiences.

What do other hikers enjoy most about hiking in Round Hill?

The hiking routes in Round Hill are highly rated by the komoot community, with an average score of 4.8 stars from over 20 reviews. Hikers frequently praise the beautiful views from overlooks like Bears Den and Raven Rocks, the peaceful forested sections, and the accessibility to the Appalachian Trail.

Are there any family-friendly hiking options in Round Hill?

Sleeter Lake Park in Round Hill offers a network of trails that wind through woods and around the lake, ranging from easy to moderate. These trails provide stunning views and are generally suitable for various fitness levels, making them a good choice for families.

What are some notable natural features or landmarks to look out for on the trails?

Hikers can explore the famous Appalachian Trail, which runs along the spine of the Blue Ridge Mountains. Key natural features include the panoramic views from Bears Den Overlook and Raven Rocks Overlook, offering vistas of the Shenandoah Valley.

Is Round Hill a good base for exploring the Appalachian Trail?

Absolutely. Round Hill is strategically positioned between two Appalachian Trail visitor centers: Bears Den and the Blackburn Center. This makes it an ideal base for day hikes or longer section hikes on the Appalachian Trail, with prominent crossings and scenic points easily accessible from the town.

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

The rolling hills and forests around Round Hill offer pleasant hiking conditions throughout much of the year. Spring brings lush greenery and wildflowers, while autumn showcases vibrant fall foliage across the Blue Ridge Mountains. Summer is also popular, though it can be warm, and winter offers a different, often quieter, experience, though some trails may be icy.

Are there any cafes or pubs near the hiking trails in Round Hill?

Round Hill and nearby towns offer various amenities. While specific cafes directly on the trails are limited, the town of Round Hill itself has local establishments. For more options, you might explore nearby Purcellville, which also features the Purcellville Train Station โ€“ Washington & Old Dominion Trailhead.

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