Trail Running calendar near Annandale 2026-2027

We have found 102 Trailruns within 80 miles of Annandale. See below where and when you can find the races.

A cross-country 5K and 1 Mile run at Wilderness Run Vineyards in Spotsylvania on March 21, 2026, featuring trail hills, on-site parking, a food truck and live music, drink tickets for adults, a 50/50 raffle, and awards across multiple age g..

A 5k cross country run and 1 mile fun run through Ruppert Nurseries' 500 acre tree farm in Gaithersburg on March 22, 2026. Proceeds support the Montgomery County Children’s Opportunity Alliance.

Join The Husky Run 5K on the scenic Ma and Pa Trail in Bel Air. This walk and run event is open to all ages and abilities. Every finisher earns a limited-edition Husky medal.

Trail races at Rosaryville State Park in Upper Marlboro MD on March 28, 2026 include half marathon, 10K and 5K plus virtual options. Courses run through hardwood forests, fields and equestrian trails with multiple aid stations.

On March 29, 2026 in Severna Park, MD runners can choose a Marathon or Half Marathon mostly on the asphalt B&A Trail. USATF certified courses, staffed aid stations, finish medals, and participant quarter zips are provided.

April 2026

A 50 mile trail run near Clifton, Virginia that follows forested, rolling terrain along Bull Run and the Occoquan River. The 2026 race is the 32nd running and features large bluebell stands and a Civil War theme.

A three-loop 5k at Molon Lave Winery in Warrenton, VA on April 4, 2026, run as a cross country route with two water stations and chip timing. The race counts toward multiple series and offers a virtual option.

A 14-mile untimed point to point trail run in King George, Virginia following the Dahlgren Railroad Heritage Trail. The cupless event features themed aid stations, shuttle service, practical finish swag and supports Sheetz For the Kidz.

The Trail Demon 10k is a technical trail race on a forest loop at Dirt Farm Brewing in Virginia. Runners receive a finisher medal, a tech shirt, and a post race beer. Proceeds support the Boulder Crest Foundation for veterans and first resp..

Trail races of 5K and 10K take place at ThorpeWood private property in Thurmont, Maryland on April 4, 2026. Both are part of the FSRC Grand Prix, chip timed, with marked loops, on-site water and designated parking.

Run a meandering 5K trail race at Hopkins Farm Brewery for a good cause. This turtle derby-themed event raises funds for local wildlife conservation and encourages festive costumes. Enjoy a wooden finisher's medal and a lively after-party w..

A memorial trail event at Piney Run Park offering 50K, 25K, a 5.25 mile race and an 8 hour challenge on a 5.25 mile loop with aid stations and awards for top finishers.

Run a scenic, four-lap cross-country 10k at Southern Revere Cellars. Your registration includes chip timing, a tech shirt, and a post-race beverage. The event supports a local animal rescue charity.

Run or walk a 5k through the scenic cross-country terrain at Hauser Hill Event Center. Registration includes a wine glass, finisher medal, and a pour of wine. The event welcomes all ages, with awards for age group finishers.

Run through the scenic vineyards of Barrel Oak Winery on a challenging cross-country course with hills and gravel paths. Runners receive a finisher's medal, tech shirt, and a glass of wine, with proceeds supporting veterans. A virtual optio..

A trail race at Lake Fairfax Park in Reston on April 19, 2026 offering 5.1 mile and 10 mile singletrack courses with short technical sections and lake views. Aid stations, post race food, optional finisher medals, and a kids program are ava..

The Spring Hops 5K is a cross-country race winding through the vineyards and hop yards of Red Shedman Brewery. Every finisher earns a refreshing pour of a local beverage. This scenic event is scheduled for April 19, 2026, in Mount Airy, Mar..

A 100 mile ultramarathon on the C&O Canal towpath near the Potomac River. The course is one 40 mile loop plus two 30 mile loops with multiple aid stations and low elevation terrain. WSER 2027 qualifier.

Run a scenic loop course on the light gravel trails of Third Winchester Battlefield. Choose from 5k, 10k, or half marathon distances, with chip timing, medals, and shirts for all participants. Points count towards annual series, and walkers..

Explore a working rock quarry on foot at this unique 5K trail run in Ashburn, Virginia. All finishers get a medal, and proceeds support local watershed conservation. The event also features a family-friendly post-race party with games and a..