Trail Running calendar near Leonardtown 2025-2026

The Fourth of July 5K Fun Run is an annual event hosted by the Great Falls TrailBlazers in Great Falls, Virginia. This pet-friendly run welcomes participants of all ages and takes place on a scenic loop trail through the woods, starting at the Great Falls Library. The course is suitable for jogging..

The 53rd Winery 5k & 10k is a scenic running event held at 53rd Winery in Louisa, Virginia. The course is a cross-country route looping around the vineyards and winery property, featuring a fairly flat terrain with some elevation changes. The 5k consists of three laps, while the 10k covers six laps...

The Leopold's Preserve 10k is a trail running event held at Leopold’s Preserve, a 380-acre nature conservancy in Haymarket, Virginia. The course features mostly flat, dirt paths with some roots, offering a scenic and natural running experience. The 10k route is an out-and-back course with a detour o..

The Endless Summer 6-Hour Run, held annually at Greenbury Point Nature Center in Annapolis, MD, is a timed endurance event featuring solo and relay (3-person teams) categories. Participants run a 2.5-mile loop course that includes a scenic stretch onto Possum Point, offering views of the Chesapeake..

The Murderkill Ultramarathon, held at Killens Pond State Park in Felton, Delaware, offers 50-mile, 50K, and 12-hour race options on a mostly dirt 3.1-mile loop trail. The course is relatively gentle with about 80 feet of elevation gain per loop, featuring shaded paths, some roots, rocks, and a footb..

The Blue Crab Bolt Trail Run at Schaeffer Farms in Germantown, MD, is a trail running event featuring 5K and 10K distances. Held at the scenic Button Farm Living History Center, the course offers a mix of flowy, fast, and fun trails with twisty single-track paths, stream crossings, log ramps, some h..

The Blue Crab Bolt Trail Run at Little Bennett Regional Park in Clarksburg, MD, offers a scenic and challenging trail running experience on August 2, 2025. Set in a 3,600-acre park with over 20 miles of trails, the event features 5K (3.7 miles) and 10K (6.2 miles) races along twisty single-track hik..

The DHRT 50K is a challenging trail race held in King George, Virginia, along the Dahlgren Railroad Heritage Trail. This 50-kilometer event takes place in August, presenting runners with the added challenge of Virginia's intense summer heat and humidity. The course is fast and flat, mostly shaded by..

The 3H Trail Half Marathon in King George, Virginia, is a scenic out-and-back race held on the Dahlgren Railroad Heritage Trail, a flat, smooth, and fast converted railroad bed featuring dirt, gravel, grass, and pine needle surfaces. The course offers nearly 100% shade from surrounding trees, enhanc..

The Dahlgren Heritage Rail Trail 50K is a challenging ultramarathon held in King George, Virginia, on the Dahlgren Railroad Heritage Trail. This flat, fast, and well-maintained out-and-back course spans 31 miles along a converted railroad bed featuring dirt, grass, pine needles, crushed stone, and s..

The MD Heat Trail Race, held in Elkridge, Maryland at the Patapsco Pickall Area, offers challenging trail running distances of 25K and 50K. The course features rolling single-track trails with over 2,000 feet of elevation gain, two river crossings, and a mix of technical rocky sections and runnable..

The Terrible Twelve is a unique 12-hour endurance race held in Williamsburg, Virginia, on the Warhill Nature Trail. Participants run or walk as many 3.7-mile loops as possible from 7 PM to 7 AM, with a one-mile add-on available in the final half hour. The course features crushed gravel and rolling h..

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 12 Hour Adventure Trail Run takes place at Prince William Forest Park near Triangle, Virginia. This challenging event features a 6.5-mile figure-eight loop course on 100% trail terrain, including single track and fire roads, with approximately 650 feet of elevation gain per loop. The course offe..

The Pemberton 24 is a unique 24-hour endurance running event held at Pemberton Park in Salisbury, Maryland. Participants, either solo or in four-person teams, run multiple 5K races, with a new 5K starting every hour on the hour over a full day. The scenic trail course features an aid station stocked..

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 changes but no major climbs. Runners can choose between 5k and 10k distances, with the 10k route be..

The Pocahontas Trail Festival is a trail running event held at Pocahontas State Park in Chesterfield, Virginia. It features a Half Marathon and a 10k race, both starting and finishing on a large grass field near the park's boat launch. The course was redesigned to emphasize trail running, incorporat..

The Full Distance 10k and 5k is a scenic trail race held at Locust Shade Park in Triangle, VA. Participants can choose between a 5k or 10k course, with the event featuring chip timing, finisher medals, and technical event shirts. The course includes trail segments with some roots and hills, and wate..

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 and consists of two laps of a 5k out-and-back route. Participants enjoy a vibrant atmosphere with post..

The Fall Backyard Burn Trail Run at Lake Fairfax Park in Reston, VA, offers runners a scenic trail experience featuring a beautiful lake and extensive singletrack trails. Participants can choose between a 5.1-mile course with 300 feet of elevation gain or a 10-mile option consisting of two laps. The..