Trail Running Calendar Virginia 2026-2027

We have found 150 Trailruns in Virginia. Check below where and when you can find the races.

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..

Trail races at Crystal Springs Recreation Area near Wytheville, VA, using loop courses with a 12.8 mile loop and a 3.1 mile loop. Limited parking requires a shuttle, the event is cupless, and a low cost Leftover Option is available.

A road and trail event at Third Winchester Battlefield in Winchester VA on August 8 2026 offering 5K, 10K, half marathon and virtual options. Walkers are welcome.

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.

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 5K trail race on the Flag Rock Area Trails in Norton presented as part of the High Knob Outdoor Fest. Registration is $20 until Aug. 11 and $25 on race day; awards go to the top three men and women and all runners receive a festival T-shi..

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.

A 5K and 10K held at Bull Run Marina in Clifton, VA on August 15, 2026, with in-person and virtual entry options and variable registration fees.

Leopold’s Preserve 5k & 10k in Broad Run, VA on August 23, 2026 features 5 km and 10 km distances, welcomes walkers, and offers virtual entry options with medal and shirt choices.

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.

Trail race at Dirt Farm Brewing in Bluemont VA offering 5 km and 10 km routes plus virtual options. The courses run on rugged, winding trails with steep climbs and descents through rural landscapes.

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.

Experience a cross country race through Nottoway Park followed by a community picnic. This event features a three mile course and a kids fun run to celebrate the end of the summer season.

September 2026

Opening Night 2026 at Morven Park in Leesburg, VA opens the cross country season with races for middle and high school divisions, a spectator friendly course, music and food. Course updates and awards info will be announced in May 2026.

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.

A trail race in Damascus, Virginia with 16, 30, 40 and 50 mile options along Iron Mountain ridgelines and mixed terrain. The 2026 event uses a modified town route, the field is limited to 400 runners, and time limits apply for each distance..

A clockwise 71-mile circuit of the orange-blazed Massanutten Trail around Fort Valley, VA, with 13,500 ft of elevation change, scheduled aid stations, strict qualifications and enforced cut-offs; GPX and aid charts are provided.

Camp Bethel PEP! 5K Run/Walk is the tenth annual trail event at Camp Bethel in Fincastle, VA. The **5K** course runs across trails, fields, and forests on 470 acres and supports Camp Bethel through fees and sponsors.

A 10 mile trail race in Fredericksburg, VA that follows the Rappahannock River, moves through rolling hills, and finishes with a sustained climb. Top three men and top three women receive gift certificates.

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