Trail Running calendar near Frederick 2025-2026

Run the Mid Maryland Trail Festival at Rockburn Branch Park in Elkridge, MD, a scenic 50K on wooded trails made up of six loops of about 5.18 miles each. Solo runners or teams up to six can tackle the full distance or share loops in a relay..

Patriotic Pursuit at Williamsport Park offers 5k, 10k and half runs along a flat scenic C&O Canal Trail beside the river. Chip timed with finisher medal, tech shirt and virtual option supporting Semper Fi & America's Fund.

Enjoy a scenic trail run along the Little and Middle Patuxent rivers in Columbia, Maryland. Choose from a half marathon, 10K or 5K on Jan 31 to Feb 1, 2026 at the Guilford Pratt Truss Bridge for a tame and rewarding trail experience.

Run a timed trail ultra at Little Bennett Campground on scenic 4.4 mile loops, choosing 5 or 9 hour solo or relay challenges. Enjoy aid stations, Altra shoe demos, a long sleeve race top and a post race chili bar while supporting Montgomery..

Take on a technical trail at Paradise Springs with rocky riverside singletrack in 5k or 10k. Finishers get a medal, technical shirt and a glass of wine while supporting the John P. Mayhugh Foundation.

Hit the trails at Rockburn Branch Park for the Bigfoot Endurance 5 and 10 mile trail race with solo or relay options and easy to moderate terrain. Enjoy a long sleeve race shirt, finisher medal, and support Parkinsons research.

No Man's 50K is a women only trail race in Triangle, VA offering 50K and 25K across two scenic 15 mile loops. Limited to 120 entrants, the course is mostly single track with stocked aid stations.

Run scenic but technical forest loops at Conway Robinson State Forest on March 7, 2026 with 5k and 10k options plus a virtual race. Support Lost Dog and Cat Rescue and earn a finisher coin, tech shirt and chip timing.

Tackle the MCRRC Seneca Creek Trail Marathon or push on to the 50K in scenic Seneca Creek State Park. Expect hilly muddy rocky single track and a choose your distance finish for a customizable trail challenge.

Join the Smoketown Brewery 5k and 10k on March 8 for flat gravel out and back routes, with a virtual option and walkers welcome. Finishers get a medal, tech shirt, chip timing and a beer while supporting Wear Blue Run to Remember.

Blazing Saddles at Codorus State Park on March 14, 2026 offers 8 mile, 25K and 50K trail loops over singletrack and horse trails with runnable hills, mud, and possible snow. Proceeds support a local animal rescue.

Run a chip timed 5k through Armstrong Valley Winery vineyards and enjoy a wine pour plus a finisher medal that doubles as a bottle stopper. Cross country footing and rolling hills welcome runners and walkers while supporting Nik's Wish.

Tackle the HAT Run 50K in Havre de Grace, Maryland, a scenic trail challenge with rolling single track, open fields and nearly 4,400 feet of climbing. Expect stream crossings and a rewarding day on rugged, looped trails.

Run a scenic cross country course at Twisted Oak Farm Brewery in White Post with 4k and 8k. Enjoy chip timing, a finisher medal, a technical shirt and a free beer, or run virtually if you cannot make it.

Join Washed Clean on March 28 at Genesis Church in York for a fun trail run or walk that finishes with a foam celebration and a free kids fun run. Family friendly and charity focused, register early for a free t shirt and water bottle.

Challenge yourself on the scenic B&A Trail in Severna Park with marathon or half marathon options on March 29, 2026. Enjoy USATF certified courses, friendly aid stations and a commemorative finisher medal.

Run the Bull Run Run 50 mile trail on April 4, 2026 in Clifton VA, through spring forests, bluebell meadows and Civil War sites along the Occoquan River. Teams, training runs and supportive race amenities welcome all abilities.

The Molon Lave 5k is a scenic cross-country running event held at Molon Lave Winery in Warrenton, Virginia. The course features three loops around the winery property, offering a fairly flat terrain with natural vineyard surroundings. Walke..

The Trail Demon 10k is a challenging trail running event held at Dirt Farm Brewing in Bluemont, Virginia. The course features a technical forest trail loop with tree roots, rocks, and elevation changes, offering scenic views and a demanding..

Run through rows of trees at Ruppert Nurseries in the Breeze Thru The Trees 5K, a scenic cross country course on a 500 acre tree farm. Enjoy a family friendly 1 mile while supporting the Montgomery County Children’s Opportunity Alliance.