Trail Running calendar near Big Island 2025-2026

The Conquer The Cove Marathon Trail Race, held annually at Sherwood Archers in Roanoke, Virginia, offers challenging 25k and marathon distances through Carvins Cove Natural Reserve, the second largest municipal park in the U.S. Covering approximately 12,700 acres with around 40 miles of trails, the..

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 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 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 main distances: a 50K, a half marathon, and a sunset 5K, all following a historic rail trail through scenic countryside and small town..

The High Bridge Challenge in Farmville, Virginia, offers runners a unique opportunity to complete two races on the scenic High Bridge Trail State Park. Participants can choose from combo distances ranging from 26k to 150k, combining the Night Train race in June and the Freight Train race in December..

The Hybrid 8K is a unique running event held in Danville, Virginia, that combines both trail and road running for an exciting race experience. Participants start at Anglers Park, running 2.5 miles on the Withcback trail through the woods, followed by a 2.5-mile finish on the road and the rolling Riv..

The Jarmans Invitational Marathon, held annually in Crozet, Virginia, is a challenging 29-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 with 1,522 feet of ascent. The..

The Merrie Mill Farm & Vineyard 10k is a scenic cross-country race held at Merrie Mill Farm & Vineyard in Keswick, Virginia. The course features a mix of flat gravel, dirt, and paved roads with some notable hills, offering one lap for the 5k and two laps for the 10k. Walkers are welcome, and a virtu..

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 Grindstone Running Festival by UTMB is a premier trail running event held in Natural Chimneys Park, Virginia, just west of the Shenandoah Valley. Set amid the George Washington and Jefferson National Forests, the festival offers stunning fall foliage, mountain views, and challenging terrain. Run..

The Pawpaw 10 Miler and 5 Miler take place at Powhatan State Park in Powhatan, Virginia, celebrating the park's 10th anniversary alongside the annual Pawpaw Festival. The event offers a 10-mile race and a shorter 5-mile option, featuring scenic routes along the James River, open fields, shaded singl..

The Fox Trot 5k in Keswick is a scenic cross-country race held at Merrie Mill Farm & Vineyard. The event features a 5k course that loops once around the winery property, including a mix of flat gravel, dirt, paved roads, and some notable hills. A 1-mile race option is also available.Participants rec..

The Rehab Rover Canicross and Trail Race is an exciting event taking place in Gordonsville, Virginia, featuring a 10K, 5K, a casual dog-friendly 5K, and a virtual 5K option. Scheduled for October 4, 2025, this race promotes the bond between participants and their dogs as they navigate scenic trails..

The Greenbrier River Trail Marathon is an annual running event held in West Virginia, featuring a full marathon (26.2 miles) and a half-marathon (13.1 miles). The marathon course is a scenic, point-to-point route that starts at Cass Scenic Railroad State Park and finishes at Stillwell Park in Marlin..

The West Virginia Trilogy is a three-day trail running event held in the Monongahela National Forest, near Spruce Knob and Seneca Rocks National Recreation Area in Circleville, WV. Taking place over Columbus Day weekend, the Trilogy features a challenging series of races along the Eastern Continenta..

The Piedmont 8 Hour is a trail running event held at Powhatan State Park in Powhatan, Virginia. Celebrating its 10th year, the race features a 2.7-mile loop with about 60 feet of elevation change, winding through open meadows and pine forests with scenic fall foliage. The course is mostly runnable w..

The Into the Darkness Night Trail Run is a unique 4-mile night race held in Roanoke Valley's Explore Park. The course features a mix of twisty, rolling single-track trails and grassy, gravel roads, primarily on IMBA-designed trails. Runners navigate the route marked with reflective arrows and glow s..

The Chessie Trail Marathon, held in Lexington, Virginia, is a scenic running event along the Chessie Nature Trail, a top-rated rail trail in the Shenandoah Valley. The race offers multiple distances: a full marathon, half marathon, 10K, 5K, and a 26.2-mile relay. The course features a smooth, flat g..

The Mountain Masochist Trail Run (MMTR) is a renowned ultramarathon held in Montebello, Virginia, featuring 100K, 50-mile, and 50K distances. Celebrated as one of the best trail races in the Eastern U.S., the course starts and finishes at Montebello Campground, traversing the scenic Blue Ridge Mount..