Trail Running calendar near Little Orleans 2025-2026

Run the Greenwood Furnace Snowfest 5 mile trail in Greenwood Furnace State Park, with a big climb to Stone Mountain and a fast downhill finish. Stay for SnowFest activities like snowshoeing, bonfires and a Polar Plunge.

Run the Patriotic Pursuit in Williamsport Park with 5k, 10k and half marathon options along the scenic flat C&O Canal Trail by the river. Chip timing, tech shirts, finisher medals and a virtual option support Semper Fi & America's Fund.

Test your limits on this timed trail ultra at Little Bennett Campground with 5 and 9 hour solo and relay options on a scenic 4.4 mile loop. Enjoy aid stations, Altra demos and a post race chili while supporting Montgomery Parks Foundation.

Take on scenic river trails at the Paradise Springs 5k and 10k in Clifton VA on February 28, 2026, featuring challenging rocky sections and plenty of elevation. Finish at Paradise Springs Winery with a finisher medal, tech shirt and a compl..

Hashawha Hills 50 km in Westminster Maryland is two loops of technical single track with about 5800 feet of climb for a scenic winter ultramarathon. Finish indoors with hot food and a nine hour time limit.

Take on scenic forest trails at Conway Robinson State Forest with a 5k or two lap 10k, suitable for runners and walkers of all levels. Support the Lost Dog & Cat Rescue Foundation and earn a finisher coin plus a tech shirt.

Join the scenic Seneca Creek Greenway Trail in Gaithersburg MD on March 7, 2026 for a marathon or an extended 50K. Run single track parkland trails and choose to finish at the marathon or keep going to complete the 50K.

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.

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.

Choose a 10K course or a hillier half marathon at the Dirty Kiln Trail Races in Canoe Creek State Park, featuring lake loops, stream crossings and muddy singletrack. Family friendly for ages 8 to 100, organized by volunteers with proceeds b..

UltraTrax Wisp at Wisp Resort near Deep Creek Lake on April 11, 2026 invites walkers, hikers, ruckers and runners to tackle scenic 7 mile loops with punchy climbs and ridge top views. Choose 1 to 4 loops, try a weighted ruck, and support th..

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 rugged trails with creek crossings and climbs at Buck Ridge Burn in Pine Grove Furnace State Park on April 12, 2026. Choose a half marathon, 10K, 5K or virtual option and enjoy small fields, handmade medals and a finisher coaster.

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.

Enjoy a scenic chip timed 5k atop Hauser Hill, through orchards and ridge top trails in a cross country style course. Finishers receive a tee, collapsible wine glass and a medal that doubles as a wine stopper with a pour included.

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..

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.

Experience a nighttime trail run at Coopers Rock State Forest on April 25 with scenic overlooks and rugged singletrack in a 50 km ultra or a 21 km half marathon. Bring a headlamp and backup for big climbs and unforgettable views.

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.