Trail Running calendar near Highfield-Cascade 2026-2027

We have found 107 Trailruns within 80 miles of Highfield-Cascade. See below where and when you can find the races.

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.

Washed Clean offers a 5K trail run and a 1-mile walk around Genesis Church in York, finishing with a fun foam spray. Proceeds support local educational and health charities. A Kids Fun Run and on-site coffee are also part of the community e..

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.

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.

Trail races at Canoe Creek State Park on April 11, 2026, offering a roughly 10K short course and a half marathon over varied, often muddy trail terrain. Organized by the Allegheny Trailrunners, a nonprofit whose proceeds fund charities.

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..

Trail races at Pine Grove Furnace State Park with in-person and virtual options from April 12 to April 30, 2026; courses include 5K, 10K+ and a half marathon on Michaux State Forest trails.

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 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..

An annual 5K at Marymount University on April 25, 2026, run on the Bluemont and Custis Trails with a post-race gathering, a virtual option, chip timing, and guaranteed shirts for early registrants.