Trail Running calendar near Chesterfield 2026-2027

Event Details The Women's Trail Festival is a two-day event at Freedom Park in Williamsburg, VA, scheduled for a Saturday and Sunday in late March. The event features trail running and hiking options over two distances. Distances and Format..

Experience a fast and flat trail run along the Rappahannock River in Fredericksburg. This 5k course features a smooth lollipop style loop with minimal elevation gain and scenic views starting from the local quarry.

Experience a unique 14 mile point to point trail run through the forests of Virginia. Enjoy a flat course featuring themed aid stations serving pie and s'mores while supporting local children's charities.

This backyard ultra adds a brutal twist: runners must complete a 4.167-mile loop every hour while carrying an extra pound each lap. The race goes on until only one person remains. It's a test of endurance where the load increases but the ti..

Run a scenic loop course along the James River in April. Choose your target distance from 10 miles to 50 miles, with a unique format that credits you as a finisher for any distance you complete. The event offers aid stations, pacers on long..

A 5K run and walk at Appomattox River Regional Park in N. Prince George on April 11, 2026. All participants receive a medal and awards will recognize top overall and age group finishers; early registrants receive T shirts while sizes last.

Join the Sip & Stride 5k and 10k in Louisa Virginia for a chance to earn points in the Sippin’ Series. Choose between in person racing or multiple virtual participation options with medals and shirts.

Choose from three scenic vineyard runs at Delfosse Winery. Tackle challenging summits for rewarding views across the 3k, 6k, or 9k courses. Virtual participation options are also available.

Run Fest at Panorama Farms offers a day of trail racing and community celebration on April 18, 2026. Choose from a 4-mile trail race, a team relay, or a 1-mile fun run, followed by a festival with live music and local food. It's a chance to..

Experience an overnight trail relay at Pocahontas State Park featuring smooth single track and lakeside views. Form a team to run through starlit woods and enjoy a weekend of camping and community activities.

Experience a unique run through the Metro Richmond Zoo with a choice of a 5k trail, a kids 1 mile run, or a 42 obstacle ninja challenge. All participants receive zoo admission for a day of wildlife conservation and adventure.

Event Overview The Freight Train Ultra Marathon is a multi-distance trail running event held at High Bridge Trail State Park. It offers a half marathon, 50k, and 100k distance. The event takes place in early May. Course Details All races st..

Event Overview The Trail Running Events at Dominion Energy Riverrock is a series of trail races taking place over three days in May. All events start and finish at the Belle Isle Parking Lot in Richmond, Virginia. The Races Three separate t..

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..

Experience cross country racing at Bells Mill Park with 5K and 1.5 mile events featuring grass and marshy terrain. Enjoy a post race afterparty with catered lunch boxes and finisher medals for all participants.

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.

Celebrate National Trails Day on a flat, scenic 5k course across the historic High Bridge. This event welcomes runners and walkers, with all proceeds supporting park programs. Every participant gets a hat, finishers earn a medal, and local..

Event Format The Taskinas Creek Half Marathon for 2026 is described as a "no frills" or "Hike-a-Half" event. The organizer's stated goal is to be inclusive rather than competitive, with the aim of keeping entry fees low...

A backyard ultra at Loch Lothian where runners complete a 4.167 mile loop each hour until one remains. Held June 13–14, 2026 in Midlothian, VA, with proceeds benefiting the Semper Fi Fund.

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.