Trail Running calendar near Wicomico Shores 2026-2027

GPS Too Hot to Trot is a four mile out and back race on the NCR Trail starting at the Paper Mill parking lot in Cockeysville, MD on August 19, presented as part of the Grand Prix Series.

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.

Muddy Dash Mechanicsville is a 5K mud run at Budds Creek Motocross Park with obstacles, mud pits and slides plus a festival style after party with music, food and beer. Registration options include standard and VIP packages.

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.

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 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.

Run a scenic off road trail through a 1000 acre farm bordering the Rappahannock River. Enjoy a post race celebration at the brewery with live music craft beer and a souvenir pint glass.

A 24 hour event at Pemberton Park in Salisbury, MD where individuals and four person teams run repeated 5K loops. Scoring is point based with bonuses for night runs, placing points, and awards for top individuals and teams.

An in-person event on September 26, 2026 in Brunswick, MD featuring a trail-based 5K and timed 3-hour and 6-hour challenges on a 5 mile loop. Proceeds support Brunswick High School Track and Field equipment.

A quarry-based 5K at Luck Stone Rockville on September 26, 2026, featuring gravel terrain, quarry views, vendors, family activities, and raffles. Registration opens May 21 with a $25 fee.

An annual community 5K run and walk at Agricultural History Farm Park in Derwood, Maryland on September 27, 2026, organized by MD District 15 Democratic Caucus. Offers adult and youth entries plus a free youth option with an accompanying ad..

Experience the full reservoir trail system on this thirteen mile course in Fredericksburg. Runners navigate flowing singletrack and five distinct climbs totaling over nine hundred feet of elevation gain through scenic wooded terrain.

Trail canicross races at Caledon State Park offer two distances, allow leashed dogs, and provide a reusable speedCup; entry fees support Friends of Caledon State Park.

Experience a technical trail race with your dog at a scenic equine rehabilitation facility in Virginia. Enjoy distances from 1.25 miles to 10K followed by a finishers festival with food trucks and a biergarten.

A 12 hour trail run at Prince William Forest Park featuring a 6.5 mile figure eight loop on single track and fire road, two aid stations, and options for solo or two person relay teams.

A trail 5K at Claude Moore Park on October 3, 2026, featuring forest and leaf-covered trails, part of the Run Your PRCS Parks timed series, with in-person and multiple virtual entry options.

Experience the scenic beauty of Pocahontas State Park at this trail festival featuring a loop course 10k and half marathon. Enjoy runnable trails and professional timing in a picturesque Virginia forest setting.