Trail Running calendar near Dayton 2026-2027

Run 3k or 6k through Barrel Oak Winery vineyards in Delaplane VA on April 19, 2026 for a rolling cross country experience. Enjoy a glass of wine, a medal and tech shirt while supporting Semper Fi and America's Fund; virtual and pet friendly..

Run the scenic Third Winchester Battlefield on April 25 with 5K, 10K and half marathon options plus a virtual race. Enjoy chip timing, a finisher medal and tech shirt while supporting Team Virginia and organ transplant awareness.

Run three scenic laps around Bluemont Station Brewery & Winery in Bluemont, VA on April 26, 2026, and enjoy chip timing, a finisher medal, shirt, and a complimentary beer or wine. Walkers and virtual runners welcome.

Run 100 mile through the rocky Massanutten Mountains in Fort Valley, Virginia, tackling rugged climbs and trails. With a 36 hour cutoff and volunteer staffed aid stations, this classic ultramarathon tests endurance and grit.

Run mountain trails at West Virginia Trail Fest in Snowshoe, WV, May 22 to 23, from a one mile kids run to a tough 100K with huge climbs and summit views. Enjoy live music, vendors, a Cass Railroad ride and family activities.

West Virginia Trail Fest is a family friendly trail running festival each May around Snowshoe in Pocahontas County, with scenic forest and single track races for all ages. Enjoy kids activities, a historic train ride and community fun.

Enjoy a scenic 5K on trails across a 100 acre organic farm by the Cacapon River in Wardensville. This family friendly fundraiser benefits local volunteer fire and rescue and the Youth Giving Committee, with food and leashed dogs welcome.

Celebrate Memorial Day with a 10K run or 2 Mile walk in Lynchburg, Virginia to support families affected by Type 1 and Type 2 diabetes. The chip timed 10K awards finisher medals and offers shirts for early registration.

Tackle 100 miles through the Massanutten Mountains and Shenandoah Valley from Fort Valley, Virginia. This scenic loop blends trails and road, climbs about 14,000 feet and serves as a true endurance test with a 24 hour silver buckle cutoff.

Take in river views on the Jackson River Scenic Trail in Covington on June 13, choosing marathon, half marathon, 10k or 5k. All finishers get a commemorative medal and you will find local food and vendors at the finish.

Run the Highlands Sky 40M, a 40 mile trail ultra through Canaan Valley and the Monongahela National Forest on the Saturday before Father's Day. Rugged plateaus, rocky plains, bogs and mountain meadows make for a scenic but demanding early s..

Run a scenic single 5.9 mile loop or a double 11.8 mile loop on the Promised Land Trail in Canaan Valley State Park near Davis WV. All finishers get a medal and McClumsy shirt plus post race snacks and a beer for 21 and older.

Pick a 5k, 10k, or half marathon on scenic gravel trail loops with chip timing, a finisher medal and a technical shirt. Run in person or virtually, earn series points and support Operation Enduring Warrior.

Enjoy a scenic trail 5k or 10k through Leopold's Preserve in Broad Run, Virginia on Aug 23, 2026, with chip timing, medals and a tech shirt. Walkers and virtual participants are welcome and races earn points toward year long series.

Hit the forest trails at Dirt Farm Brewing on August 29, 2026 for the Inferno 5k and 10k. Tackle a scenic, technical loop, earn a finisher medal and a Dri FIT shirt, and toast with a glass of Dirt Farm beer. Virtual option available.

Run through orchards and rolling hills at Albemarle CiderWorks on August 30, 2026, with 5k and 10k trail courses and a virtual option. Enjoy chip timing, a finisher medal, tech shirt and a celebratory glass of cider at the finish.

Run the Odyssey Trail Rampage at Douthat State Park on Sept 12, 2026, with courses from six mile to 50K through waterfalls, creek crossings and rhododendron tunnels. Expect big climbs, chip timing, a tech shirt and a finisher mug.

Enjoy fall scenery along the Greenbrier River Trail on October 4, 2026 with a point to point marathon from Cass Scenic Railroad State Park to Stillwell Park in Marlinton and a half marathon at Stillwell Park. Proceeds benefit trail upkeep.

Tackle a fun 5K through the hills and woods of Camp Shenandoah, dodging volunteers playing zombies while protecting your three flag lives. Finish with a flag to be a Survivor or none to be Infected and earn a finisher medal.

Halloween Horror 5k & 10k returns to Conway Robinson State Forest Park in Gainesville, VA, offering a forest trail race with a Halloween theme. The event features 5k and 10k distances, with the 10k being two laps of the 5k course. The loop..