Trail Running calendar near Annandale 2026-2027

We have found 117 Trailruns within 80 miles of Annandale. See below where and when you can find the races.

Trail run and walk on May 30, 2026 at Gentle Giants Draft Horse Rescue in Mt. Airy, MD featuring 1 mile and 5K courses across forest trails and open pasture with draft horses on the farm.

A loop race at Sky Meadows State Park on May 31, 2026, offering 5 km and 10 km in-person distances plus virtual entry options, with a scenic course around Turners Pond featuring fields and streams.

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

A measured 100 mile loop through the Massanutten Mountains near Fort Valley, Virginia, featuring 14 significant climbs and mixed terrain. Runners have 24 hours to earn the silver buckle and 28 hours to finish.

A longstanding five-mile memorial run on the C&O Canal Towpath in Williamsport, MD, held June 6, 2026, with regular and student entries, chip timing, technical T-shirts, and awards for podium finishers.

A community team race at Burke Lake Park on June 6, 2026 featuring a 5K race and a 2K walk and roll that raises funds for services and advocacy for people with intellectual and developmental disabilities.

Trail Trotters 5K & Fun Run at Promise Landing Farm in Upper Marlboro offers a farm-trail 5K and a fun run to support the farm's riders and programs. The event includes free parking, a shirt deadline of May 16, no pets, and refunds up to se..

A night trail event in Prince William Forest Park featuring a 50 mile race made of two 25 plus mile loops, plus 25 mile and 10 mile options. The course is mostly single track with staffed aid stations and defined crew and pacer rules.

A chip timed 5k at Corteau Vineyards in Mechanicsville, Maryland on June 13, 2026, featuring vineyard scenery, a t-shirt, collapsible wine glass, finisher medal that doubles as a wine stopper, and an on-site wine pour.

A community 5K and 1 mile Fun Run in Warrenton, VA that raises funds for Fauquier Education Farm, a 501(c)(3) that advances agricultural education and donates its harvest to local food banks.

The Husky Run 5K is a 5K running race on June 14, 2026 at the Ma and Pa Trail Williams Street trailhead in Bel Air, Maryland. Registration runs from March 27 to June 10 with a $20 fee.

A Juneteenth trail event in Germantown on June 19, 2026 offering 6K and 12K courses around Button Farm and the Schaeffer Farm Trails, with virtual options and tiered registration fees.

A blue-blazed out-and-back trail event near Frederick, MD offering 50K and 25K options on rocky, shaded trails with stream crossings, mandatory hydration, limited entries and staffed aid stations.

A Georgetown run on the Chesapeake & Ohio Canal path offering 5K and 10K distances on June 20, 2026. Walkers are welcome and entry fees vary by registration period.

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.

A mud-run fundraiser in King George, VA on June 27, 2026, featuring a 4-mile obstacle course and a 1-mile kids run, organized by the Dahlgren Lions Club with team awards by group size.

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.

July 2026

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 themed Forrest Gump fun run at Lakeside Loop in New Town Village, Owings Mills, offering a full 4.4-mile loop or a 1-mile out-and-back option. The event is free and participants are encouraged to wear the red hat, yellow top and red short..

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