Trail Running calendar near Upper Marlboro 2026-2027

Run the Smoketown Brewery 5k or 10k in Brunswick MD on March 8, 2026, a flat out and back on light gravel. Virtual entries and walkers welcome, with chip timing, a finisher medal, tech shirt and beer while supporting Wear Blue Run to Rememb..

Take on runnable hills, mud and possible snow on the Ranger Trail at Codorus State Park with 8 Miler, 25K or 50K loop options. Presented by York Road Runners Club, the race benefits a local animal rescue and offers prizes and swag.

Join the Spring Backyard Burn Trail Run at Laurel Hill Park on March 15, 2026 with 5 and 10 mile courses across forested fire roads, singletrack and stream crossings. Start and finish beneath the historic Workhouse guard towers for a scenic..

Tackle the HAT Run 50K, a scenic and challenging trail race in Havre de Grace on March 21, 2026. Expect varied terrain, nearly 4,400 feet of climbing and a few stream crossings that keep the adventure real.

Run a scenic 4k or 8k on the rolling grounds of Twisted Oak Farm Brewery in White Post, VA. Enjoy chip timing, a finisher medal, a tech shirt and a complimentary glass of beer, with a virtual option available.

Join Washed Clean in York PA for a fun trail 5K, 1 Mile Walk, and free Kids Fun Run with a foam finish and bumpy scenic course around Genesis Church. Family friendly with strollers welcome and proceeds benefiting local nonprofits.

The Rosaryville Half Marathon will take place in Upper Marlboro on Saturday 28 March 2026. You can run between 5 and 21 kilometers.

Hit the scenic B&A Trail in Severna Park on March 29, 2026 with marathon and half marathon options, the marathon a Boston qualifier. Enjoy a mostly flat rails to trails route, generous aid, a finisher medal and participant apparel.

Run the Bull Run Run 50 Miler on April 4, 2026 in Clifton Virginia, a 50 mile trail through rolling forest and spring bluebells along the Bull Run Occoquan Trail. Civil War themed course, riverside views and a 13 hour cutoff.

Enjoy a scenic three loop 5k through Molon Lave Winery in Warrenton on April 4, 2026. Walkers and virtual runners welcome and finishers receive a winery glass, medal and tech shirt for a festive post race celebration.

Run an untimed 14 mile point to point along the scenic Dahlgren Railroad Heritage Trail in King George VA with shuttles. Enjoy playful aid stations with pie s'mores and doughnuts, support local charities and grab fun swag at the finish.

Join the Trail Demon 5k and 10k at Dirt Farm Brewing in Bluemont, VA on April 4, 2026, with in person or virtual entries. Expect technical forest trails, a finisher medal, tech shirt, chip timing and a post race beer.

Join the Turtle Derby, a turtle themed 5K on brewery trails supporting Susquehannock Wildlife. Enjoy a wooden finisher medal, costume contests, awards, live music and on site beer.

Run the scenic Breeze Thru the Trees at Ruppert Nurseries in Gaithersburg, where a 5K and 1 mile fun run wind through a tree farm. Proceeds benefit the Montgomery County Children's Opportunity Alliance and early childhood programs.

Run to Remember at Piney Run Park offers scenic 5.25 mile loops with lake views and race options from a 5 Mile to 50K or the 8 Hour challenge scored by laps. Well stocked aid, swag and proceeds support youth programs and cancer research.

Run the Hauser Hill Wine Run 5k on April 18, 2026 in Biglerville PA for a chip timed outing across scenic ridges, orchards, and a fun cross country course with rolling inclines. Finishers receive a shirt, medal and collapsible wine glass.

Run 3k or 6k through Barrel Oak Winery vineyards in Delaplane VA on April 19, 2026 for a rolling cross country experience. Enjoy a glass of wine, a medal and tech shirt while supporting Semper Fi and America's Fund; virtual and pet friendly..

Hit the Spring Backyard Burn Trail Run at Lake Fairfax Park on April 19, 2026 with 5 Mile and 10 Mile options on scenic singletrack around the lake. Part of the multi race Spring Backyard Burn series, this is a fun, low key trail challenge.

Run 100 miles along the scenic C&O Canal towpath on April 25, 2026 near Knoxville, Maryland, with river and Appalachian views and helpful aid stations along the route. This spring ultramarathon is a WSER 2026 qualifier.

Run the Rock | Leesburg is a scenic 5K on gravel trails through an active rock quarry at Luck Stone. Finishers get a medal and shirt while proceeds benefit the Reeves Community Center; the event also features food, a raffle and family fun.