Trail Running Calendar Maryland 2025-2026

The Juneteenth Menare Foundation 12k and 6k is a trail running event held at Button Farm in Germantown, Maryland, celebrating Juneteenth. The race features a challenging, hilly, and scenic course that loops through the Schaeffer Farm Trails, with the 6k consisting of one lap and the 12k two laps. Wa..

The Blue Crab Bolt Trail Run at Seneca Creek State Park in Gaithersburg, MD, is a scenic trail running event featuring 5K (3.3 miles) and 10K (6.4 miles) distances with elevation gains of 200 and 450 feet, respectively. Set amidst lake views, streams, and miles of singletrack trails, the course offe..

The Catoctin 50k Trail Run & Half Cat is a challenging ultramarathon held in Frederick, Maryland, within Cunningham Falls and Gambrill State Parks. The 50k course is an out-and-back route on rocky, demanding trails marked by light blue blazes, featuring significant elevation changes and multiple str..

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, held annually at Greenbury Point Nature Center in Annapolis, MD, is a timed endurance event featuring solo and relay (3-person teams) categories. Participants run a 2.5-mile loop course that includes a scenic stretch onto Possum Point, offering views of the Chesapeake..

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). The course offers a flowy, fast, and fun experience on well-maintained trails with twisty single-track sections, stream crossings, log ramps, some hills, an..

The Blue Crab Bolt Trail Run at Little Bennett is a scenic trail running event held in Little Bennett Regional Park, Montgomery County, Maryland, about 30 miles west of Washington, D.C. The park offers a 3600-acre wooded area with over 20 miles of trails, streams, and camping facilities. The race fe..

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

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..

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, including relay options for teams of 2 or 3. The course features three distinct loops ranging from 4.4 to 6.5 miles, with varied terrain inclu..

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 Patapsco Valley 50K is an annual trail running event held at Patapsco Valley State Park near Baltimore, Maryland, with race headquarters at CCBC-Catonsville. The event features two main distances: a 50K and a 25K, both available as in-person or virtual races. Runners enjoy a scenic, historic, an..

The Fire on the Mountain 50K Trail Race takes place in Green Ridge State Forest near Little Orleans, Maryland. Offering two distances, the 50K (approximately 31.95 miles) and 25K (about 16.3 miles), the race features a challenging out-and-back course with technical trails, forest service roads, and..

The Rosaryville Veterans Day Trail Race, hosted by Annapolis Striders, is an annual trail running event held at Rosaryville State Park in Upper Marlboro, Maryland. The 16th edition in 2025 features two distances: a 50K and a 20K race. Both courses wind through scenic wooded trails and meadows, prima..

The MCRRC Stone Mill 50 Mile Run is a challenging trail ultramarathon held in Montgomery Village, Maryland. The 50-mile course features scenic forested and rolling terrain along the Seneca Greenway and Muddy Branch trails, primarily on single-track dirt paths with some small stream crossings. While..

The Schaeffer Half Marathon and 10K Trail Run, hosted by EX2 Adventures, takes place at the scenic Button Farm in Germantown, Maryland. This event features two distances: a 13.3-mile half marathon and a 6.7-mile 10K+, both offering challenging courses with twisty singletrack trails and wide-open far..

The Tuckahoe 25K is a trail running event held in Queen Anne, Maryland, offering a 25-kilometer (15.5 miles) course primarily on single-track and horse trails. The race features runnable hills, some rooty and potentially muddy sections, making it suitable for both first-time trail runners and those..

The 21st Annual Catonsville High School XC Turkey Trot is a cherished community event celebrating health and wellness. Scheduled for November 27, 2025, this event features a 1 Mile Family Fun Run and a 5K race, both of which are chip-timed. Participants can enjoy a family-friendly atmosphere while s..