Trail Running calendar near Leesburg 2025-2026

The Sasquatch Preservation Trail Run is a chip-timed 5K and 10K trail race held at South Branch Farms in Seven Valleys, Pennsylvania. Celebrating its 14th year, the event offers a scenic off-road course featuring varied terrain through farmland, woods, pastures, and streams, including a climb over t..

Trails 4 Tails in Hanover, PA, is a trail running event held at scenic Codorus State Park, featuring a 5.72-mile loop course around Lake Marburg with single track trails and shoreline views. The event offers three race options: a 40 Mile Ultra (7 loops, ~4,200' elevation gain), a 40 Mile Relay (team..

The VHTRC Women's Half Marathon will take place in Fairfax Station on Saturday 13 September 2025. You can run between 7 and 13 miles.

The Tails on Trails 5K Run/Walk takes place at Cacapon State Park in Berkeley Springs, West Virginia. This early fall event features an easy 5K course along the Rock & Roll Trail, suitable for runners and walkers of all levels. The scenic trail highlights the natural beauty of the area, making it a..

The Vineyard Vista 10k is a scenic running event held at Muse Vineyards in Woodstock, Virginia, along the North Fork of the Shenandoah River. The course features a mix of cross-country trails through vineyards, paved road sections, and trails around Seven Bends State Park. Runners can choose between..

The All Hollowed Out 5K is a race held in Carlisle, Pennsylvania, at 500 Kings Gap Road. Sponsored by the Friends of Kings Gap, the event supports the refurbishment of the carriage house at the historic Cameron Masland Mansion and other projects in the area. The course features a mix of terrain, wit..

The 12 Hour Adventure Trail Run, held at Prince William Forest Park near Triangle, VA, is an endurance trail running event featuring a 6.5-mile figure-eight loop course. The course, set on 100% trails including single track and fire roads, offers approximately 650 feet of elevation gain per loop wit..

The Valley View Hard Cider Challenge Half is a scenic and challenging running event held at Valley View Farm in Delaplane, Virginia. The race features a half marathon, 10k, and 5k distances, with courses combining cross country, trail, and hilly terrain. The half marathon is an out-and-back route co..

The Cancer Warriors 5k is an annual fundraising event held in Baltimore, MD, with the 9th edition scheduled for September 20, 2025. The race takes place on the scenic Ma & Pa Trail in Belair, featuring a straightforward out-and-back course that crosses streams and passes under Route 24, ending near..

The Final Countdown Tribute is a unique running event held at Amani Brewing in Martinsburg, WV. The race features a 1.33-mile loop on a smooth, well-maintained grass trail with gentle hills. Runners must complete each lap within a decreasing time limit, starting at 20 minutes and shortening by 20 se..

The Woodstock Warrior is an endurance trail running event held at Seven Bends State Park in Woodstock, Virginia. It features a challenging 10-mile loop course with mixed terrain, including gravel roads, two-track dirt roads, and single-track trails, with approximately 1,800 feet of elevation gain pe..

The Laurel Ridge Community College 5K is a multi-surface, cross-country run/walk event held on the Middletown campus of Laurel Ridge Community College. The race starts and finishes outside the Student Union Building on Garland Snapp Drive. The course includes running in front of the school, a shorte..

The Bull Run Reunion Run 2025 is a 3-mile cross country race held in Parkton, Maryland, at Hereford High School. Scheduled for September 20, 2025, this event is part of the Bull Run Cross Country Invitational and is open to all ages. The Reunion Run is the seventh race of the day, offering participa..

Mountain Creek Mayhem is a trail-running event held at Pine Grove Furnace State Park in Gardners, Pennsylvania, nestled in the northern Michaux State Forest of the Appalachian Mountains. The race offers three distances: a challenging 50K (about 33 miles with 4,400+ feet elevation gain), a tough 20-m..

The Kellie Thompson Shiley 5k and Family Fun Run is an annual event held at the Terrapin Nature Trail in Stevensville, Maryland, on the scenic Eastern Shore. It features a 5K trail run/walk and a 1-mile fun run for children aged 10 and under. The race honors Kellie Thompson Shiley’s competitive spir..

The Brandy Station Battlefield 10k is a trail running event held at Brandy Station Battlefield in Virginia. The course combines cross country terrain with gravel dirt roads, featuring slight elevation gains but no major climbs. Runners can choose between 5k and 10k distances, with the 10k route bein..

The River's Edge Endurance Challenge, held in Brunswick, Maryland, is a multi-event running competition featuring a 5K (3.1 miles) race, a 3-hour endurance race, and a 6-hour endurance challenge. The event takes place primarily on the scenic River's Edge Trail system, with about one mile on school p..

The Run to the Taproom - Creekside Farm Brewery 5K & 8K is a scenic running event held at Creekside Farm Brewery in King George, Virginia. Participants can choose between a 5K or 8K race along well-maintained, non-technical dirt trails that wind through a 1,000-acre farm bordering the Rappahannock R..

The Full Distance 10k is a scenic trail running event held at Locust Shade Park in Triangle, Virginia. The course features a mix of trails and pavement, with about 40% paved and some hills, consisting of four loops for the 10k distance. This chip-timed race welcomes both runners and walkers and is p..

The Trails 4 Miles is an annual trail running event held at Sherando Park in Stephens City, Virginia. The main race is a challenging 4-mile course featuring mixed surfaces, including paved paths and wooded trails through the scenic Sherando Park Mountain Bike Trails. Runners experience beautiful fal..