Trail Running calendar near Stephens City 2025-2026

We have found 58 Trailruns within 80 miles of Stephens City. See below where and when you can find the races.

The Final Countdown Tribute is an exciting running event hosted by 2 Lowe Run Company at Amani Brewing in Martinsburg, WV. This unique race features a 1.33-mile loop course where participants must complete laps within a progressively decreasing time limit. Starting with a 20-minute lap, the time sho..

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 Highlands Ultra - Fall Classic is a challenging 50K ultramarathon held in Somerset, Pennsylvania, along the scenic Laurel Highlands Hiking Trail. The 2025 race features a new northbound course starting at Laurel Summit State Park and finishing at Rt 56 in Seward, showcasing rugged terrain..

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 Fox Trot 5k in Keswick is a scenic cross-country race held at Merrie Mill Farm & Vineyard. The event features a 5k course that includes a mix of flat gravel, dirt, paved roads, and some notable hills, offering a challenging yet picturesque run around the winery property. Participants can also ch..

October 2025

The West Virginia Trilogy is a challenging three-day stage race held in Circleville, WV, on Spruce Knob, the state's highest peak, within the Monongahela National Forest. The event features three distances: a 50-kilometer run on day one, a 50-mile run on day two, and a 13.1-mile half marathon on day..

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 Rocky Gap Trail Run, hosted by EX2 Adventures, takes place at Rocky Gap State Park in Flintstone, Maryland. This ultra-distance trail running event offers 25K (~16 miles) and 50K (~32 miles) races, as well as relay options for teams of 2 or 3. The course features three distinct loops—Loop A (6.5..

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 13th edition takes place at Milkhouse Brewery at Stillpoint Farm and features three race options: a 5-mile trail run, a 4-hour challenge..

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..

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

November 2025

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 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 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..

UTMB Index

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 Annapolis Striders, is an annual trail running event held at Rosaryville State Park in Upper Marlboro, Maryland. The 16th edition in 2025 features two distances: a 50K ultra and a 20K race. Both courses loop around a 9.5-mile single-track perimeter..

The Barrel Oak Turkey Trot is a pre-Thanksgiving running event held at Barrel Oak Winery in Delaplane, Virginia. It features 3k and 6k cross-country courses that loop around the vineyards, including gravel roads and hills, with the 6k consisting of two laps of the 3k route. The race welcomes walkers..

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 on the scenic 1600-acre grounds of the former Lorton Reformatory. The course features a mix of forested and open meadow singletrack trails composed of dirt and crushed stone, with mini..