Trail Running calendar near Leesburg 2025-2026

The Rick O'Donnell Memorial Ultra Challenge is an annual trail running event held in Mount Airy, Maryland, hosted by the Frederick Steeplechasers Running Club. The event features three race options: a 5-mile trail run, a 4-hour challenge, and an 8-hour ultra challenge, offering various ways for runn..

The Rocky Gap Trail Run, hosted by EX2 Adventures at Rocky Gap State Park in Flintstone, Maryland, offers challenging 25K and 50K ultra-distance trail races, including relay options for teams of 2 or 3. The course features three distinct loops ranging from 4.4 to 6.5 miles, with varied terrain inclu..

The Wilderness Run 10k is a scenic cross-country trail race held at Wilderness Run Vineyard in Spotsylvania, Virginia, situated on historic Civil War battlefields. The course features rolling hills, with the 10k consisting of two laps of the 5k out-and-back route. Participants enjoy a vibrant atmosp..

The Fall Backyard Burn Trail Run at Lake Fairfax Park in Reston, VA, offers runners a scenic and challenging trail experience with distances of 5.1 miles (one lap) or 10 miles (two laps). The course features mostly smooth singletrack trails with some short technical sections involving rocks and root..

The Run For Your Life 5k in Rixeyville, Virginia, is a cross-country race held on Verdun Adventure Bound's scenic 67-acre property. Participants run or walk a 5K course through wooded trails, following a fun SASQUATCH-themed route to the finish line. The event supports substance abuse recovery progr..

The Patapsco Valley 50K is an annual trail running event held at Patapsco Valley State Park near Baltimore, Maryland, with race headquarters at CCBC-Catonsville. The event features two distances: a 50K and a 25K, both available as in-person or virtual races. Runners enjoy a scenic, historic, and wel..

The Halloween Horror 10k is a trail running event held at Conway Robinson State Forest in Gainesville, Virginia. The race features a challenging loop course through forest trails with some technical terrain and minor hills, with the 10k consisting of two laps of the 5k route. Participants receive a..

The Fire on the Mountain 50K Trail Race, held in Little Orleans, Maryland within Green Ridge State Forest, offers challenging distances of 50K (about 31.95 miles) and 25K (approximately 16.3 miles). The 50K is an out-and-back course featuring seven aid stations, including a midway "oasis," with a 10..

The Fall Backyard Burn Trail Run at Riverbend Park in Great Falls, VA, is a scenic trail running event featuring 5-mile and 10-mile race options. Set adjacent to the Potomac River and near Great Falls National Park, the course offers beautiful riverside singletrack trails with a few short hills and..

The MCRRC Stone Mill 50 Mile Run is a challenging trail ultramarathon held in Montgomery Village, Maryland. The 50-mile course features scenic routes along the Seneca Greenway and Muddy Branch trails, traversing forested, rolling terrain primarily on single-track dirt paths. Runners encounter small..

The Schaeffer Half Marathon and 10K Trail Run, hosted by EX2 Adventures, takes place at the scenic Button Farm in Germantown, Maryland. This event features two distances: a 13.3-mile half marathon and a 6.7-mile 10K+, both offering challenging courses with twisty singletrack trails and wide-open far..

The Rosaryville Veterans Day Trail Race, hosted by the Annapolis Striders, is an annual trail running event held at Rosaryville State Park in Upper Marlboro, Maryland. The 16th edition features two distances: a 50K ultra and a 20K race, both run on scenic, mostly single-track trails through deep woo..

The Barrel Oak Turkey Trot is a pre-Thanksgiving running event held at Barrel Oak Winery in Delaplane, Virginia. It features two race distances: a 3k and a 6k, with the 6k consisting of two laps around a cross-country course that winds through vineyards, gravel roads, and hilly terrain. The event we..

The Fall Backyard Burn Trail Run at Hemlock Overlook in Clifton, VA, is a scenic trail running event featuring 5-mile and 10-mile race options. Set in a 425-acre park along the historic Bull Run, the course offers a mix of hiking trails, old dirt roads, stream crossings, grassy fields, and minimal p..

The Hex Hollow Half is a trail running event held in Glen Rock, Pennsylvania, starting and finishing at Spring Valley Park. It offers two distances: a challenging half marathon of 13.13 miles consisting of two loops, and a shorter 6.66-mile single loop for those not ready for the full distance. The..

The Fall Backyard Burn at Laurel Hill is a trail running event held at the Workhouse Arts Center in Lorton, VA, set within 1,600 acres of scenic former prison grounds. The course features a mix of forested and open meadow singletrack trails, primarily dirt and crushed stone, with minimal pavement an..

The Winery at Bull Run Turkey Trot is a scenic 5k and 10k trail run held at the Manassas National Battlefield in Centreville, Virginia. The course features a mix of cross-country paths, dirt trails, boardwalks, and gravel, with some hills, offering a challenging and picturesque experience. The 5k is..

The 21st Annual Catonsville High School XC Turkey Trot, held in Catonsville, Maryland, is a cherished community event celebrating health, wellness, and family. It features a cross country-style 1 Mile Family Fun Run and a 5K race, both chip timed. The event fosters a spirited atmosphere with awards..

The Lake Anna Turkey Trot Half is a scenic and challenging running event held at Lake Anna State Park in Spotsylvania, Virginia. It features three race distances: a 5k trail run, a 10k that is half trail and half paved road, and a half marathon with a similar mixed course. Walkers are welcome, and t..

The Run for Valor 10K is a trail running event held at Valor Ranch in King George, Virginia. The race features a 10K run, a 10K weighted ruck, a 5K run, and a 1-mile fun run/walk suitable for all ages and paces. The courses traverse uneven terrain including pastures, woods, gravel roads, and trails,..