Trail Running calendar near Middletown 2025-2026
We have found 73 Trailruns within 80 miles of Middletown. See below where and when you can find the races.
We have found 73 Trailruns within 80 miles of Middletown. See below where and when you can find the races.
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 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 Great Eastern Endurance Run (GEER) is a scenic trail running event held at Sherando Lake Recreation Area in Lyndhurst, Virginia, returning after a 15-year hiatus. Scheduled for November 1, 2025, GEER offers three race distances: 40 miles, 20 miles, and 10 miles. The course features approximately..
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 Harvest Hustle 10k in North Garden, Virginia, is a cross-country trail run held at Walnut Creek Park near Charlottesville. Featuring a challenging course with elevation changes, rocks, and roots, the event offers both 5k and 10k distances. Runners enjoy a chip-timed race with finisher medals 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 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 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 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,..
Devil Dog Ultras is a challenging trail running event held in Prince William Forest Park, Triangle, Virginia, featuring 100-mile, 100K, and 50K distances. The course consists mainly of single-track trails with some roots, rocks, and brief technical sections, along with fire roads and rolling hills b..
The Fall Backyard Burn Trail Run at Fountainhead Regional Park in Fairfax Station, VA, is a popular trail running event held on December 7, 2025. The race offers two challenging distances: a 4.8-mile loop with 450 feet of elevation gain and a tougher 10.5-mile course featuring an additional out-and-..
The Tinsel Trot 10k in Louisa, VA, is a festive cross-country running event held at Southern Revere Cellars. The course loops around the winery property, with the 10k consisting of four laps and the 5k two laps, featuring gentle terrain without major hills. Participants receive a technical event shi..
The Dahlgren Trail Half Marathon, held in King George, Virginia, offers a scenic out-and-back course along the flat, smooth Dahlgren Railroad Heritage Trail. This event features a 13.1-mile race on an old railroad bed, providing a comfortable and picturesque running experience. Participants enjoy ca..
The ICY-8 Spotsylvania Courthouse is an endurance trail running event held at Lake Anna State Park in Spotsylvania, Virginia. Featuring an 8-hour adventure trail run and a new half marathon+ option, the event offers a figure-8 course composed of three loops: an 8.0-mile long loop, a 4.7-mile loop, a..