Trail Running calendar near Crozet 2025-2026

The Dark Skies 100K is a challenging point-to-point trail race held during the West Virginia Trail Fest. Starting at Seneca State Forest, runners traverse scenic trails, including the Allegheny and Greenbrier River trails, passing notable landmarks like the Seneca fire tower and Green Bank Observato..

The Dominion Energy Riverrock Trail Running Events, taking place from May 16 to May 18, 2025, in Richmond, VA, features a variety of races including the Belle Isle Blitz (5k), James River Scramble (10k), and Bust the Banks Half Marathon. This outdoor sports festival, organized by Sports Backers and..

The Massanutten Mountain Trails (MMT) 100 Mile Run is a challenging ultramarathon held in the Massanutten Mountains within Virginia's Shenandoah Valley. Starting and finishing at Caroline Furnace Lutheran Camp in Fort Valley, VA, the rugged course features rocky trails and steep mountain climbs tota..

The Happy Tail Wine Trail 5k is a fun and inclusive running event held at 53rd Winery in Louisa, Virginia. Participants can enjoy a scenic cross-country course around vineyards, with options for a 5k race, a 1-mile fun run for children aged 5-13, and a dog jog for furry friends. The event promotes c..

The Ruff Race is a family-friendly 5K hike/run event held in the scenic Village of Snowshoe atop Cheat Mountain. Participants can run or hike with their pets through beautiful backcountry trails, enjoying varied distances with bail-out options. The race features separate start times for runners with..

The Barrel Oak 6k is a challenging cross-country running event held at Barrel Oak Winery in Delaplane, VA. Participants can choose between a 3k or 6k race, with the 6k being two laps of the 3k course. The event features scenic routes through vineyards, gravel roads, and hills.Runners receive a finis..

The Old Dominion 100 Mile Endurance Run is a challenging ultramarathon held in Fort Valley, Virginia, featuring a measured loop course through the Massanutten Mountains and Shenandoah River Valley. The race covers 100 miles with 14 significant climbs totaling 14,000 feet of elevation gain. Participa..

The National Trails Day 5K in Rice, Virginia, is a celebration of outdoor activity and community spirit, taking place at High Bridge Trail State Park. This event features a scenic out-and-back course across the historic High Bridge, designed for both runners and walkers. Participants can enjoy the c..

The Crooked Run Valley 10k is a scenic and challenging trail race held at Sky Meadows in Delaplane, VA. Participants can choose between a 5k or 10k course, with the 10k being two laps of the 5k loop. The event features chip-timed results, finisher medals, and technical event shirts.It supports the c..

The Night Train 50K and Half Marathon is an annual nighttime trail running event held at High Bridge Trail State Park in Farmville, Virginia. The race features three distances: a 50K, a half marathon, and a sunset 5K, all following a historic rail trail through scenic countryside and small towns. Th..

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 High Bridge Challenge is a multi-distance trail running event held at High Bridge Trail State Park in Virginia. Participants can choose from various race options, including 26K, marathon, 100K, and 150K, with the opportunity to complete combined "train" races in June and December for special awa..

The Last Stand Army Backyard Ultra is a challenging endurance race held in Midlothian, Virginia, on Flag Day, June 14, 2025, to honor the 250th Birthday of the U.S. Army. Participants run a 4.167-mile loop every hour on the hour, continuing until only one runner remains to complete a final loop.The..

The 53rd Winery 5k & 10k is a scenic cross-country race held at 53rd Winery in Louisa, Virginia. Participants can choose between a 5k or 10k course, which loops around vineyards and winery grounds. The event features chip-timed races, finisher medals, technical shirts, and a complimentary glass of w..

The Leopold’s Preserve 10k is a trail running event held at Leopold’s Preserve in Broad Run, Virginia. Participants can enjoy a mostly flat dirt course with some roots, featuring scenic views of a diverse habitat and wildlife. The race is chip-timed and includes a finisher’s medal and technical even..

The Jarmans Invitational Marathon, held annually in Crozet, Virginia, is a challenging 30-mile race featuring a grueling course with 7,610 feet of elevation gain and loss. Runners tackle a steep gravel road, Jarmans Gap, five times, each lap involving a 2.9-mile climb and descent. The course is know..

The Merrie Mill Farm & Vineyard 10k and 5k is a scenic cross-country race held at Merrie Mill Farm & Vineyard in Keswick, Virginia. Participants can enjoy a course that features hills, gravel, dirt, and paved roads, with the 5k being one lap and the 10k two laps around the vineyard property. Runners..

The Orchard Dash 10k is a cross-country trail race held at Albemarle CiderWorks in North Garden, Virginia. The event features both 5k and 10k routes, with the 10k consisting of two laps on a hilly course. Participants receive a finisher’s medal, a technical event shirt, and a glass of cider from Alb..

The Odyssey Trail Running Rampage is an exciting trail running event taking place at Douthat State Park in Millboro, Virginia. Scheduled for September 6, 2025, the event features four race distances: a 50K Ultra, a Marathon, a Half Marathon, and a Six-Miler. Participants will experience challenging..

The Vineyard Vista 10k and 5k is a scenic running event held at Muse Vineyards in Woodstock, VA. Participants can enjoy a course that combines cross-country around vineyards, paved road sections, and trail segments through Seven Bends State Park. The event benefits Friends of Seven Bends State Park..