Trail Running calendar near Chesterfield 2026-2027

We have found 50 Trailruns within 80 miles of Chesterfield. See below where and when you can find the races.

Freight Train in Farmville VA on May 9, 2026 offers 100K, 50K and a new half marathon on a relatively flat rail trail that crosses High Bridge twice. The 100K has a 19 hour limit and all finishers receive handcrafted pottery awards.

Three trail races in Richmond across Belle Isle and the James River waterfront: a chip timed 5K, a 10K through riverfront trails, and a 13.1 mile urban single track half marathon with riverbank terrain and skyline views.

Run for a cause on the scenic Virginia Capital Trail at the Motion for Justice 5K. This flat, paved course offers views of the James River and includes chip timing, a finisher medal, and a tech shirt. Awards recognize top overall and age gr..

Cross country at Bells Mill Park with a 5 km race, a 1.5 mile kids course, and a competitive 5 km walk. Early registrants get guaranteed T-shirts and all finishers receive medals; awards across multiple age groups.

A trail-focused, approximately 10 km scramble along the James River with roots, gravel and low-hanging branches. Self-serve cup-less water stops require personal hydration; wave starts are used and prizes go to the top three overall finishe..

A roughly 13.1 mile trail half marathon along the James River in Richmond, featuring single track, bridges and riverbank scenery. Wave starts control trail volume; entries include a finisher shirt and chip-timed bib.

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.

June 2026

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, VA on June 7, 2026. Post-race participants have access to a reserved cabana and a gift basket raffle with at least a $200 prize.

An endurance event at Loch Lothian on June 13 and 14, 2026 where runners complete a 4.14 mile loop each hour. The race benefits the Semper Fi Fund and awards a cash prize and the Sword of Honor to the last runner standing.

Experience summer trail running on the dirt paths of Sandy Bottom Nature Park. This three race series offers increasing distances from 5k to 5 miles to support local scholarship funds.

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.

July 2026

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.

Experience a messy obstacle course at the Virginia Motorsports Park. Run walk and slide through up to 3 miles of mud with friends and family during this community focused event in North Dinwiddie.

August 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..

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