Trail Running calendar near Dayton 2025-2026

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 a variety of distances including a 10 miler, 50K, 50 mile relay, and solo 50 mile race. The course consists of a challenging 10-mile loop with significant elevation changes and scenic view..

The Chopawamsic Challenge is an exciting 50K and 100K foot race held in Prince William Forest Park, designed for both seasoned ultra-marathoners and those looking to extend their trail running experience. The event features a scenic course with over 90% single-track trails, offering significant elev..

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. 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 features a mix of hilly terrain..

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 scenic mountain trails, steep climbs, and beautiful views, making it suitable for runners of all experience levels, as well as families and walkers. Pa..

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 Pocahontas County, known for its mountainous terrain. Scheduled for May 9-10, 2025, the festival features various races including a 100K, 60K, 30K, 5K, and a kids' fun run. Participants can enjoy additional activities such as a mo..

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 event features a rugged course with over 18,000 feet of elevation gain, making it a true test of endurance for participants. Scheduled for May 17..

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..

The Barrel Oak 6k is a challenging running event set in the scenic Barrel Oak Winery, featuring a cross-country route that includes gravel roads and hills. Participants can enjoy a fun atmosphere, with options for both runners and walkers, as well as leashed pets. The event supports the Semper Fi an..

The Old Dominion 100 Mile Endurance Run is a challenging ultramarathon held annually in Virginia, featuring a diverse course that includes various terrains such as pavement, gravel roads, single track trails, and more. Established in 1979, this event emphasizes tradition and community, being entirel..

The Crooked Run Valley 10k is a scenic running event taking place in Sky Meadows, Delaplane, VA. Scheduled for June 8, participants can also opt for a 5k distance. The race features a challenging trail with roots and rocks, and runners will receive a finisher's medal, a technical event shirt, and ch..

The Jackson River Scenic Trail Marathon, Half Marathon, 10k, and 5k is a vibrant running event taking place in Covington, Virginia. The USATF certified course starts and ends at the Intervale Trail Head, following a scenic route along the Jackson River. Participants can enjoy a smooth, mostly flat t..

The Highlands Sky 40 Mile Trail Run is a premier ultra-marathon event held in the scenic landscapes of West Virginia, specifically through the Monongahela National Forest and Canaan Valley State Park. Scheduled for June 14, 2025, this challenging race showcases the rugged beauty of the Roaring Plain..

The Canaan Valley Trail Run, scheduled for June 21, 2025, in Canaan Valley State Park, offers an exciting opportunity for runners of all levels. Participants can choose between a 5.9-mile single loop or an 11.8-mile double loop on the scenic Promised Land Trail. Each runner will receive a finisher m..