Trail Running calendar near Chesterfield 2026-2027

Experience the FXBG Trail 5 Miler at Motts Run Reservoir in Fredericksburg. This five mile trail race features three distinct climbs and over 300 feet of elevation gain along a scenic and flowing course.

A community 5K on High Bridge Trail State Park featuring a flat, out and back course across the half mile High Bridge. Online registration, family pricing, and parking details are provided with proceeds supporting park programs.

A mostly trail, low frills half marathon at York River State Park on June 7 2026 with a new Hike a Half option, marked trails, aid stations, and a five hour time limit.

A cross country 5K and 1 Mile at Merrie Mill Farm and Vineyard in Keswick on June 7, 2026, with in person and virtual options, a reserved post race cabana for participants, and a gift basket raffle.

A single-track trail race behind Zehmer Hall in Charlottesville covering about 3.1 miles, with steep climbs, technical footing, timing and bibs, and prizes for top finishers.

A June 2026 backyard ultra in Midlothian, Virginia using repeated 4.167 mile loops each hour until one runner remains. An Ultra Mini option lets participants choose how many loops to run and all entrants receive a commemorative shirt.

A three-race summer trail series at Sandy Bottom Nature Park organized by the Peninsula Track Club, featuring 5K, 4-mile, and 5-mile events plus a full-series entry and awards across age groups and walker categories.

A night trail event on the High Bridge Trail in Farmville offering 50K, half and 5K distances, chip timing and family options. The course follows a historic rail trail, finishes over the bridge, and requires runners to carry water.

A cumulative event pairing Night Train and Freight Train at High Bridge Trail State Park with multiple combined-distance options and a $15 Challenge fee that supports trail maintenance. Finish both distances in the same year to earn a uniqu..

A mud-run fundraiser in King George, VA on June 27, 2026, featuring a 4-mile obstacle course and a 1-mile kids run, organized by the Dahlgren Lions Club with team awards by group size.

Night Owl 9k at Freedom Park in Williamsburg VA is a night trail race over single track, fire road and paved trails with rolling hills and technical sections. Post race activities include pizza, beer and wildlife education.

Trail-based multi-hour event at Windsor Castle Park in Smithfield, VA with 10 hour, 5 hour, 2 hour and one-lap 5k options on a 3.1 mile loop that gains about 150 ft per circuit.

Experience the West Side Quarry trail race along the Rappahannock River in Fredericksburg. This 10k course features a steady climb and rolling hills with 426 feet of elevation gain for a dynamic running experience.

The Muddy Dash - Richmond, VA will take place in Matoaca on Saturday 25 July 2026.

A half marathon and a 50K on the Dahlgren Railroad Heritage Trail in King George, VA on August 8, 2026. Mostly flat rails to trails courses with time limits, finisher medals, apparel options and postrace food including free MooThru ice crea..

A 12 hour endurance run at Oak Grove Lake Park in Chesapeake, VA, made of repeated laps of a 1.5 mile loop. The unpaved, tree lined course features lake and forest views and is limited to 60 runners.

Experience an engaging 8 mile trail race through the winding singletrack of Fredericksburg. Navigate rolling hills and punchy climbs in this focused event supported by the local running community.

Muddy Dash Maryland is a mud obstacle event at Budds Creek Motocross Park on August 29, 2026 offering Value and VIP registrations, packet pickup the day before, free spectator admission, and a program donating registrations to local communi..

A community running event at Albemarle CiderWorks on August 30, 2026 offering 5K and 10K courses plus virtual entries. The course is listed as new for 2025 and cider will be available after the race.

A 5K and 10K held at Fifty-Third Winery & Vineyard in Louisa, Virginia on September 5, 2026 with in-person and virtual options. Proceeds support Hooves & Paws Animal Rescue and its sanctuary work.