Trail Running Calendar Virginia 2026-2027

A roughly 50 km trail run on the Massanutten range with 5,700 feet of climb, six aid stations (two water only), varied terrain and scenic overlooks, finishing with a post-run gathering at the Route 211 commuter lot.

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.

Muddy Dash Richmond on July 25, 2026 at Virginia Motorsports Park is a non-competitive 5K with obstacles, mud pits, and on-site Pre-Party and After-Party festivities. Family-friendly registration options include value and VIP packages.

A 5K and 10K run around the grounds of 868 Estate Vineyards in Purcellville, Virginia on July 25, 2026. Virtual entries and tiered registration options are offered, including choices for medals and shirts.

Races and a hike at Hungry Mother State Park on July 25, 2026 include a one lap 15 mile mountain race plus 8 mile options along lakefront trails. Post-event awards, refreshments, live music and games are planned.

A July trail event at Locust Shade Park in Triangle, VA offering 5K and 10K distances plus multiple virtual options. The courses run on shaded, scenic trails and walkers are welcome.

A 5K out and back run and walk on the Creeper Trail in Damascus, Virginia, on July 25, 2026. Organized by the Penny F. Garrett Sarcoma Foundation, with proceeds directed to rare cancer research at MD Anderson.

A rugged multi-lap 29.0 mile event near Crozet, VA featuring about 7,610 ft of climb on a steep gravel road. Entry is limited to 65 runners, carries a small fee, and operates with a waitlist.

A farm work inspired obstacle course at Waid Park on August 1, 2026, featuring more than 20 obstacles and new farm themed elements. Registration includes chip timing, a logo shirt and live bluegrass; kids 12 and under may participate free.

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..

Timed trail events at Crystal Springs Recreation Area near Wytheville VA offer 12 hour, 6 hour and 3 hour looped courses with significant elevation. The race is cupless so runners must carry a collapsible cup or bottle.

A road and virtual event on August 8, 2026 at 251 First Woods Drive in Winchester, VA offering 5K, 10K, and half marathon distances with virtual options. Walkers are welcome and registration fees increase closer to the event.

A 12 hour endurance run at Oak Grove Lake Park in Chesapeake VA on repeated 1.5 mile loops. The tree lined, unpaved course circles the lake, has one aid station, and is limited to 60 runners.

A memorial trail run in the Jefferson National Forest featuring a roughly 60 km course and a 50 km Party Route option, three aid stations, limited entry, and a largely unmarked route supported by a GPX file and turnsheet.

A 6K cross country race beginning and ending at Death Ridge Brewery, using parts of the Verdun Adventure Bound course. The event features varied trails, ponds and bridged streams, race shirts for early registrants, and awards with proceeds..

A 5K trail run on the Flag Rock Area Trails in Norton held as part of the High Knob Outdoor Fest. Entry fees support the festival, awards go to the top three men and women, and all participants receive a 2026 festival T shirt.

A 3.1 miles obstacle course through Thomas Jefferson’s Poplar Forest with elite, team, corporate and non-competitive waves. Entry fees support Poplar Forest education and elite competitors must complete all obstacles to qualify for prizes.

In-person 5K and 10K races run along the Bull Run Occoquan Trail at Bull Run Marina in Clifton, VA on August 15, 2026; virtual entries are available with different medal and shirt options and fees vary by registration period.

A community running event at Leopold’s Preserve in Broad Run, VA on August 23, 2026 offering 5 km and 10 km races plus virtual options with medal and shirt choices; part of the Sippin Series with the Farm Brewery at Broad Run.

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.