Trail Running Calendar Maryland 2025-2026

Run to Remember is a commemorative running event held in Piney Run Park, Sykesville, MD, featuring various race options including a 50K, 50K Relay, 25K, 5 Mile, and an 8 Hour Challenge. This event honors the memory of lost loved ones and encourages participants to challenge themselves in their honor..

The C&O Canal 100 is a 100-mile ultramarathon along the scenic Potomac River, featuring a course with one ~40-mile loop and two ~30-mile loops on the historic C&O Canal towpath. Starting at Camp Manidokan, the race passes through beautiful riverside scenery between Antietam and Brunswick, Maryland...

Mount Aetna Adventist School's Fun Trail Run is an exciting annual event that promotes fitness and community spirit. Scheduled for April 27, 2025, in Hagerstown, MD, the event features various running options, including 5k and 3k races for both adults and children. Participants can also register as..

The Farm Park Challenge is a trail running event held at the Agricultural History Farm Park in Montgomery County, Maryland. Participants can choose from various race options, including a marathon, 25K, 6-hour, 3-hour, or 10-hour challenges, with start times beginning early in the morning. The course..

The Spencerville Adventist Academy 5K, 1 Mile Race, and Kids Fun Run is an annual event that promotes fitness and community engagement. Scheduled for May 4, 2025, this event features a 5K cross-country race, a 1-mile run, and a fun run for children aged 9 and under. Participants receive a compliment..

The Ripper - Sunrise to Sunset is a unique running event scheduled for May 10, 2025, in Pocomoke, MD. This timed distance challenge lasts for 14 hours and 6 minutes, allowing participants to run as far as they can on a 3.75-mile trail course from sunrise to sunset. The course features predominantly..

The Ed Poling Memorial PA Challenge is a demanding hiking event that covers over 20 mountainous miles on the Appalachian Trail in Pennsylvania, starting at Caledonia State Park and concluding at Pen Mar Park. Participants receive comprehensive support, including lunch, snacks, drinks, and transporta..

The More Miles Last One Standing Challenge is an annual ultramarathon event held in Knoxville, Maryland, featuring a unique "last one standing" format. Participants run a 4.167-mile course, starting each hour on the hour, and must complete the yard within that time to continue. The event also offers..

The Ed Poling Memorial Hike for Hunger & Hope is a non-competitive fundraising event suitable for all ages, featuring hikes of varying distances along the scenic C&O Canal towpath in Maryland. Participants can choose from a 4K, 10K, or half marathon hike, catering to both casual and serious hikers...

The Dash Through the Dirt event offers 5k, 10k, and half-marathon races at Carderock Recreation Area in Potomac, MD. The courses run along the scenic C&O Canal Towpath, featuring light gravel trails with minimal elevation changes, ideal for personal records. Participants receive a finisher’s coin, t..

The Juneteenth Menare Foundation 12k & 6k is a scenic trail race held at Button Farm in Germantown, Maryland, celebrating Juneteenth. Participants can choose between a challenging 12k or a 6k course through the Schaeffer Farm Trails, with scenic and hilly terrain. The event features chip-timed resul..

The Blue Crab Bolt Trail Run at Seneca Creek State Park in Gaithersburg, MD, is set to kick off the 14th annual Blue Crab Bolt Trail Running Series. Participants can choose between a 5K and a 10K course, both offering scenic views of lakes and streams along single-track trails. This event not only p..

The Catoctin 50k Trail Run is a challenging ultramarathon held in Cunningham Falls State Park near Frederick, Maryland. The race features a demanding out-and-back course on rocky, hilly trails through scenic forests and streams, with multiple aid stations providing water, snacks, and electrolytes. P..

The Sweet Air Trail Race, organized by the Baltimore Road Runners Club, is a thrilling 7-mile race set in Gunpowder State Park. This event features a diverse course that includes rolling hills, fast sections, and water crossings, providing an adventurous experience for participants. The race will cr..

The Endless Summer 6-Hour Run is an annual endurance event held in Annapolis, Maryland, organized by the Annapolis Striders. Participants run for six hours on a 2.5-mile loop course that offers scenic views of Chesapeake Bay and the Bay Bridge. The event supports the Semper Fi Fund, with a portion o..

The Blue Crab Bolt Trail Run at Schaeffer Farms offers an exciting opportunity for runners to experience the beautiful trails of Germantown, MD. Participants can choose between a 5K and a 10K course, featuring well-maintained paths with twists, stream crossings, and moderate technical challenges. Th..

The Run the Vineyards Bohemia Manor Farm 8K is an exciting running event set in the picturesque Bohemia Manor Farm in Chesapeake City, MD. Participants can choose between a scenic 8K trail run and a 5K run, both featuring beautiful views of vineyards and the Bohemia River. The event includes chip-ti..

The Blue Crab Bolt Trail Run at Little Bennett Regional Park in Clarksburg, MD, offers an exciting outdoor experience for runners of all levels. Set in a picturesque 3,600-acre park with over 20 miles of trails, participants can choose between a 5K (3.7 miles) and a 10K (6.2 miles) course, both feat..

The MD Heat Trail Race, scheduled for August 9, 2025, offers participants a choice between a 25K and a 50K trail run in the scenic Patapsco Pickall Area of Elkridge, MD. The course features rolling single tracks, technical sections, and two river crossings, providing a challenging yet enjoyable expe..

The Pemberton 24 is a unique running event taking place in Salisbury, MD, where participants can run as many 5k races as they wish over a 24-hour period. Starting on September 19, 2025, runners will embark on a new 5k every hour, with the course set in the scenic Pemberton Park trail system. The eve..