Trail Running calendar near Woodstock 2026-2027

A trail running event at Seneca Creek State Park on June 27, 2026, offering measured 5K and 10K courses through singletrack with lake views, aid stations, post-race food, and age division awards.

A 12 hour trail event on a scenic five mile single track loop in Berkeley Springs WV, featuring technical terrain with about 750 feet elevation per loop, on-course aid stations, a post race meal and handcrafted awards.

MCRRC Cross Country on the Farm Trail 5K is a trail race at Agricultural History Farm Park in Derwood MD. Non member registration is available for a $20 fee and the event is part of the club's low key race series.

A free 5K fun run on July 4, 2026 organized by Great Falls TrailBlazers. The loop course goes through the woods, meets at the Great Falls Library, is open to all ages and is pet friendly.

A trail race on July 11, 2026 in Derwood, MD offering 5 km and 10 km courses plus virtual options with medal and shirt choices; registration uses tiered pricing and donated medals are collected for Medals4Mettle.

A 5 km and 10 km race at Nottoway Park in Vienna, VA on July 11, 2026, described as a scenic route. The event also offers virtual entry options with choices for medals and shirts and uses tiered registration pricing.

A roughly 50 km trail ultramarathon on the southern Massanutten range with about 5,700 feet of elevation gain, six aid stations, and a post run gathering at the Route 211 commuter parking lot. Entry is limited to 75 runners.

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.

A running event at 868 Estate Vineyards in Purcellville, VA on July 25, 2026, offering in-person 5 km and 10 km courses plus virtual entry choices with tiered fees.

Experience the twisty single track and scenic farm fields of Germantown at this trail running event. Participants can choose between two distances while supporting local non profits in Montgomery County.

A 5K and a half marathon along the Chesapeake & Ohio Canal in Georgetown on July 25, 2026, with in person and virtual options; walkers are welcome and each race has a specific start and finish location.

In-person 5K and 10K at Locust Shade Park in Triangle, VA on July 25, 2026, run on shaded scenic trails. Virtual entries are also available and walkers are welcome.

Trail races at Little Bennett Regional Park on August 1, 2026 feature a 3.7 mile 5K plus and a 6.2 mile 10K on twisty singletrack with hills and streamside sections. Staging is near the Prescott Horse Trailer Area in Clarksburg Maryland.

A early August, 29.0 mile lap event near Crozet, Virginia featuring five repeats of a steep 2.9 mile gravel climb with about 7,610 feet of elevation change. Limited field, variable aid station staffing, and shuttle parking.

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 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 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.

A 7K trail race at the Woodstock Equestrian Center with a hilly course that circles fields and runs through wooded single track, presented as a 1969 throwback with 60s music and period attire encouraged.

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.