Trail Running calendar near Chesterfield County 2026-2027

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

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.

April 2026

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..

A loop-based trail event at James River State Park offering 10 mile loops, 50K and 50 mile distances, relays, a night 10 miler, hiker categories, and roughly 1025 feet of climbing per loop.

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.

May 2026

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.

A timed mountain-trail race at Mint Springs Valley Park in Crozet, covering about 3.9 miles with 860 ft of elevation gain. The single-track ridge course finishes by the upper lake and includes overall and age-group awards.

A rail trail event in Farmville, VA, offering 100K, 50K and a 6.55 mile half marathon turnaround course that crosses the High Bridge twice. The 100K has a 19 hour limit and all finishers receive a handcrafted pottery award.

Experience four distinct trail races across Charlottesville and Crozet in this summer series. Compete for age group awards and finisher shirts while running through scenic venues like Mint Springs and Pen Park.

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 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

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..

A mostly-trail half marathon at York River State Park on June 7, 2026 run as a no frills Hike a Half that welcomes hikers and runners. Limited to 250 entries, with aid stations, finisher medals, and a five hour time limit.

A Backyard Ultra in Midlothian on June 13 and 14, 2026, with repeating 4.167 mile loops every hour. Proceeds support the Semper Fi Fund; the last runner standing wins cash and the Sword of Honor.

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.