Trail Running Calendar Maryland 2025-2026

We have found 27 Trailruns in Maryland. Check below where and when you can find the races.

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...

June 2025

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 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 Blue Crab Bolt Trail Run at Seneca Creek State Park in Gaithersburg, MD, is the opening race of the 14th annual Blue Crab Bolt Trail Running Series. Scheduled for June 21, 2025, it offers two trail race distances: approximately 5K (3.3 miles) with 200 feet elevation gain and 10K (6.4 miles) with..

July 2025

The Sweet Air Trail Race, organized by the Baltimore Road Runners Club, is a challenging 7 to 8-mile trail run held at Gunpowder State Park in Sweet Air, Maryland. The course features a mix of rolling hills, fast sections, water crossings, and occasional mud, providing a varied and adventurous runni..

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 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 Schaeffer Farms in Germantown, MD, is a trail running event featuring 5K and 10K++ distances (about 6.7 miles for the longer course). The race takes place on well-maintained, flowy, and fast trails that include twisty single-track sections, stream crossings, log ramps..

August 2025

The Blue Crab Bolt Trail Run at Little Bennett is a scenic trail running event held in Little Bennett Regional Park, Clarksburg, Maryland, a 3,600-acre park featuring over 20 miles of trails, streams, and camping areas. The race offers two distances: a 5K+ (3.7 miles) course, which is beginner-frien..

The MD Heat Trail Race, held in Elkridge, Maryland at the Patapsco Pickall Area, offers challenging trail running options of 25K and 50K distances. The course features rolling single-track trails with over 2,000 feet of elevation gain, including technical rocky sections, two river crossings, and a s..

September 2025

The Pemberton 24 is a unique 24-hour running event held in Salisbury, Maryland, featuring a series of 5K trail runs in The Pemberton Park trail system. Starting Friday evening, a 5K race begins every hour on the hour for 24 hours, allowing participants to run as many 5Ks as they choose, either solo..

The Cancer Warriors 5k is an annual running event dedicated to raising funds and awareness for cancer research. Scheduled for September 20, 2025, this event has successfully raised over $38,000 to support those affected by cancer. Participants can register as runners or "ghost runners," allowing ind..

October 2025

The Rick O'Donnell Memorial 5 Mile Trail Run and Ultra Challenge is an annual event held in Mount Airy, Maryland, organized by the Frederick Steeplechasers Running Club. Taking place on October 12, 2025, it features three challenging race options: a 5-mile trail run, a 4-hour challenge, and an 8-hou..

The Rocky Gap Trail Run, hosted by EX2 Adventures at Rocky Gap State Park in Flintstone, Maryland, offers challenging 25K and 50K ultra-distance trail races along with relay options for teams of 2 or 3. The course features three distinct loops ranging from 4.4 to 6.5 miles, combining rugged singletr..

The Patapsco Valley 50K is an annual ultramarathon held in Baltimore, Maryland, at Patapsco Valley State Park. The event features a scenic, well-marked trail course with options for 50K and 25K distances, including virtual categories. Runners receive high-quality event shirts, finisher awards, and e..

November 2025

The Fire on the Mountain 50K Trail Race is an annual ultramarathon held in Green Ridge State Forest near Little Orleans, Maryland. The race features a challenging 31.95-mile course with technical trail sections, elevation changes, and scenic forest views. Participants must complete the course within..

The Rosaryville Veterans Day Trail Race, held annually at Rosaryville State Park in Upper Marlboro, Maryland, offers challenging 50K and 20K trail runs through scenic wooded trails and meadows. The 50K consists of 3.25 loops on a 9.5-mile single-track perimeter trail with rolling hills totaling abou..