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Routes
Running Trails
United States
Virginia
Nelson County

Wintergreen

The best running trails around Wintergreen

8

runners

3

runs

Jogging around Wintergreen offers diverse terrain within Virginia's Blue Ridge Mountains, characterized by extensive woodlands and varied elevation. The region features an extensive trail network, with paths winding through lush forests and offering views of the surrounding valleys. Joggers can experience routes ranging from gentle paths to more challenging trails with significant elevation changes. The higher elevation provides cooler temperatures, making it suitable for outdoor activity.

Best jogging routes around Wintergreen

  • The most popular jogging route is The Priest loop…

Last updated: May 21, 2026

5

runners

#1.

Devil's Knob Overlook loop from Wintergreen

5.85km

00:41

190m

190m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

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Tips from the Community

Matthew
August 30, 2023, Slacks Overlook Trail

The Slacks Overlook Trail peers over the 20-minute Cliff area on the Blue Ridge Parkway. There are great views of the Copelands Rocks to the south and Upper Sherando Lake to the north.

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Frequently Asked Questions

How many running routes are available in Wintergreen?

Wintergreen offers a diverse network of trails suitable for running. Our guide features 5 curated routes, ranging from moderate to difficult, allowing you to explore the Blue Ridge Mountains. Many of these trails are part of Wintergreen's extensive 30-mile trail system.

What kind of terrain can I expect on jogging trails around Wintergreen?

The terrain around Wintergreen is quite varied, reflecting its Blue Ridge Mountain setting. You'll find everything from mostly flat paths, like those around Lake Monocan, to uneven terrain with small hills, and even steep sections with rocks and roots for more challenging runs. Routes such as The Priest loop from Three Ridges Wilderness feature significant elevation gain, while Turkey Pen Forest Road loop offers a more moderate experience.

Are there any running routes in Wintergreen that feature waterfalls or scenic overlooks?

Yes, Wintergreen's trails are known for their beautiful natural features. You can find routes that lead to stunning waterfalls like Shamokin Falls and White Rock Falls. Many trails also offer breathtaking panoramic views of the Blue Ridge Mountains and the Rockfish and Shenandoah valleys from overlooks such as Ravens Roost Overlook and Three Ridges Mountain Overlook.

What is the best time of year to go running in Wintergreen?

Wintergreen is excellent for running throughout much of the year. Its higher elevation (around 3,500 feet) provides cooler temperatures, making it a comfortable escape, especially during warmer months. Autumn is particularly stunning due to the vibrant fall foliage, offering picturesque views during your run.

Are there any easy or beginner-friendly jogging routes in Wintergreen?

While many routes in our guide are moderate to difficult, Wintergreen does offer options for less strenuous runs. The 2-mile path around Lake Monocan is a great choice for a flat, scenic jog. For a moderate trail with forest views, consider the Devil's Knob Overlook loop from Wintergreen.

Can I find loop or circular running routes in Wintergreen?

Yes, many of the running routes in Wintergreen are designed as loops, offering a convenient way to start and end your run at the same point. Examples include Devil's Knob Overlook loop from Wintergreen and Sherando Loop overlook loop from Sherando Dam, both providing varied scenery.

What are some notable landmarks or points of interest I might encounter while running in Wintergreen?

Beyond the natural beauty, you might encounter interesting points along the trails. The Humpback Rocks Trail is a popular area with historical significance, and the nearby Humpback Rocks Visitor Center offers insights into the region. The Nature Foundation at Wintergreen also provides educational opportunities about local flora and fauna.

What is the difficulty level of running trails in Wintergreen?

Wintergreen offers a range of difficulty levels. Our guide includes 2 moderate routes and 3 difficult routes, catering to different fitness levels. You'll find trails with gentle inclines and others with significant elevation changes, such as Slacks Overlook Trail loop, which is rated as difficult.

Are there any family-friendly running options in Wintergreen?

For families looking for a less strenuous activity, the path around Lake Monocan is a great option. While our featured running routes tend to be more challenging, Wintergreen's extensive trail network includes many paths suitable for a leisurely jog or walk with children, especially those with gentler grades.

What do other runners say about jogging in Wintergreen?

The komoot community frequently praises Wintergreen for its diverse terrain and stunning natural beauty. Runners often highlight the extensive trail network, the refreshing cooler temperatures at higher elevations, and the breathtaking views of the Blue Ridge Mountains. The variety of routes, from challenging climbs to more moderate forest paths, is also a common positive remark.

Are there any specific trails that offer a good workout with significant elevation gain?

Absolutely. If you're looking for a challenging workout, routes like The Priest loop from Three Ridges Wilderness are ideal. This 14.1 km trail features over 930 meters of elevation gain, providing a strenuous and rewarding experience through wilderness areas.

Can I combine running with other outdoor activities in Wintergreen?

Wintergreen is an outdoor enthusiast's paradise. After your run, you can explore other activities at the Discovery Ridge Adventure Center, which offers ziplining and other family-friendly options. The region is also home to numerous wineries and breweries, perfect for relaxing and enjoying local flavors amidst beautiful scenery.

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