Trail Running calendar near Keezletown 2025-2026

Run scenic trails at Third Winchester Battlefield with 5k, 10k and half marathon loops over light gravel and dirt. Chip timed with medals, technical shirts, on course aid and a virtual option, plus series points for racers.

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.

Tackle the Massanutten Mountain Trails 100, a 100 mile ultramarathon in Virginia's Shenandoah Valley with over 18,000 feet of climbing on rocky, rugged trails. You get 36 hours, live volunteer timing, well stocked aid and required GPS track..

Join West Virginia Trail Fest in Snowshoe Village for a weekend of scenic trail races from a kids 1M to a 100K with fire tower and observatory views. Enjoy music, markets, kids activities and a ride on the Cass Railroad.

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.

The Old Dominion is a 100 mile loop through the Massanutten Mountains, offering rugged climbs and mixed road and trail terrain. Part of the Grand Slam of Ultrarunning, it runs June 6, 2026 with a 24 hour silver buckle cutoff.

Run the Jackson River Scenic Trail on June 13, 2026, choosing from marathon, half, 10K or 5K along a mostly flat crushed gravel former rail bed with river views. All finishers get a commemorative medal and a lively finish area with vendors.

Experience Highlands Sky 40M, a rugged 40 mile ultramarathon through West Virginia's Monongahela National Forest and dramatic Dolly Sods. Based at Canaan Valley in mid June, expect wild mountain trails and unforgettable views.

Challenge yourself on the scenic Promised Land Trail in Canaan Valley State Park near Davis WV on June 27, 2026 with a 5.9 mile loop or an 11.8 mile double loop. All finishers get a medal and McClumsy T shirt, plus post race snacks and beer..

Run the scenic Third Winchester Battlefield on Aug 8, 2026 with 5k, 10k or half marathon options on mostly gravel trail. Chip timed event with finisher medal, tech shirt and virtual option, supporting Operation Enduring Warrior.

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 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.

Run a flat, fast and scenic marathon or half marathon along the Greenbrier River Trail in Pocahontas County, West Virginia on October 4, 2026. Registration opens Jan 1, 2026 and proceeds benefit trail maintenance and local athletic programs..

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..

UltraTrax Wintergreen is a timed mountain trek on looped Blue Ridge trails offering 7 to 28 miles with up to 10 hours to finish. Take in shaded single track and rocky overlooks, add a weighted vest for extra swag, then enjoy post trek food..