Trail Running calendar near Keezletown 2025-2026

The Terrapin Mountain event features a 50k and a half-marathon, set against the stunning backdrop of the Blue Ridge Mountains in Sedalia, VA. Celebrated for over 17 years, this spring favorite offers runners a chance to explore challenging trails while enjoying a vibrant community atmosphere. Partic..

The Molon Lave 5k is a scenic running event held at Molon Lave Winery, featuring a cross-country course that welcomes both runners and walkers. Participants can choose to run in person or opt for a virtual race option. Each runner receives a finisher's medal, a technical event shirt, and a glass fro..

The Battle of Kelly's Ford is a cross-country running event taking place at the scenic Kelly's Ford Inn in Remington, Virginia. Participants can choose between two races: a 6Km race for women and girls, and an 8Km race for men and boys. The course features a 2Km loop that combines close-cut grass an..

The Sip & Stride 10k is a running event taking place at Southern Revere Cellars, featuring both 5k and 10k distances. Participants can enjoy a scenic cross-country course, with the 10k consisting of four laps around the winery property. Runners receive a technical event shirt, a glass of wine or bee..

The Mountain & Vine Vineyard 9k is a scenic running event taking place at the picturesque Mountain & Vine Vineyards. Participants can choose from three distances: 3k, 6k, and 9k, with the 9k course featuring challenging hills and stunning views. Runners will receive a glass of cider, a finisher meda..

The Hone Quarry Ultra is a challenging 40-mile trail endurance race set in the picturesque Shenandoah Valley, starting and finishing at Briery Branch. Participants will navigate through the George Washington National Forest, experiencing stunning landscapes, including cliffs, meadows, and waterfalls..

The 1781 Brewery 10k is a scenic cross-country trail run taking place at the historic 1781 Brewing Company, located on the Chancellorsville and Wilderness battlefields. Participants can enjoy a challenging course with hills, and both runners and walkers are welcome. Each participant receives a finis..

The Massanutten King of the Mountain 18 Miler is an exciting running event set in McGaheysville, Virginia. This challenging course features a mix of trails, gravel, and roads, offering participants scenic views and significant elevation gain. Starting at Massanutten Base Camp, runners will traverse..

The Wisdom Oak Winery 10k is a scenic running event held at the picturesque Wisdom Oak Winery, featuring a challenging cross-country course that includes rolling hills and gravel roads. Participants can enjoy a glass of wine post-race, along with a finisher's medal and a technical event shirt. The e..

The James River Trail Runs is an exciting ultra-running event taking place at James River State Park, featuring multiple distance options including a 10 miler, 50K, and 50 mile relay and solo races. The course consists of a challenging 10-mile loop with significant elevation changes and scenic views..

The Chopawamsic Challenge is an exciting 50K and 100K trail race held in Prince William Forest Park. This event offers participants a chance to test their endurance on scenic trails, with over 90% of the course consisting of single track. Runners will experience significant elevation changes, with 6..

The Winchester Battlefield Half is a scenic running event taking place at the Third Winchester Battlefield, featuring a half marathon, 10k, and 5k. Participants can enjoy a chip-timed race with a technical event shirt and a finisher's medal. The event promotes awareness for organ donation through Te..

The Lost River Trail Run is an exciting running event set in the scenic Lost River State Park in Mathias, West Virginia. Scheduled for May 3, 2025, participants can choose from various distances, including a 1 Mile Run/Walk, 4.5 Mile Run, 9 Mile Run, and a Half Marathon (13.1 miles). The course feat..

The Perfect Day 50K is a running event taking place in Keezletown, Virginia, on May 3, 2025. Participants can choose to compete individually or as part of a team, with options for teams of two or three. This event is designed for runners of various skill levels, promoting a fun and competitive atmos..

The Mint Springs Trail 5K is an annual running event held at Mint Springs Valley Park in Crozet, Virginia. This challenging 3.1-mile course features rugged terrain with steep climbs and beautiful mountain trails, making it a true trail running experience. The event aims to foster community engagemen..

The Four Leaf Clover Project's Run for Prosperity is a scenic 5k event taking place at Bluemont Station Brewery & Winery. Participants can enjoy a chip-timed race, with awards for top finishers in various categories. The event also includes a fun run and offers a virtual race option for those unable..

The West Virginia Trail Fest is an annual trail running event held in May in Pocahontas County, known for its mountainous terrain. The festival features various races, including a 100K, 60K, 30K, 5K, and a kids' fun run. Participants can enjoy a range of activities throughout the weekend, such as a..

The Dark Skies 100K is a challenging point-to-point trail race set in the scenic landscapes of West Virginia. Starting at the Seneca State Forest headquarters, participants will traverse a variety of terrains, including the Allegheny and Greenbrier River trails, culminating in a finish at Snowshoe V..

The Massanutten Mountain Trails 100 Mile Run is a challenging ultra-marathon set in the scenic Massanutten Mountains of Virginia's Shenandoah Valley. This demanding race features a rugged course with over 18,000 feet of elevation gain, requiring participants to navigate short but steep climbs. Sched..

The Happy Tail Wine Trail 5k is a fun and engaging running event held at 53rd Winery in Louisa, Virginia. Participants can choose from a 5k run, a 1-mile fun run for children ages 5-13, or a 1-mile Dog Jog, allowing them to bring their furry friends along. The event supports the Louisa Humane Societ..