Trail Running Calendar Maryland 2025-2026

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 sce..

The Tom LaMonica Memorial 5K Trail Run is held at the Genesee Valley Outdoor Learning Center in Parkton, Maryland. This challenging yet scenic 5K course winds through woods, trails, fields, and ponds on the center's 150-acre property. The event also features a 1-mile walk and team challenges for gro..

The Pemberton 24 is a unique endurance running event held at Pemberton Park in Salisbury, Maryland. Participants, either solo or in four-person teams, run multiple 5K races over a 24-hour period, with a new 5K starting every hour. The scenic trail course features an aid station stocked with refreshm..

The Cancer Warriors 5k is an annual fundraising event held in Baltimore, MD, with the 9th edition scheduled for September 20, 2025. The race takes place on the scenic Ma & Pa Trail in Belair, featuring a straightforward out-and-back course that crosses streams and passes under Route 24, ending near..

The Bull Run Reunion Run will take place in Parkton on Saturday 20 September 2025. You can run 3 miles.

The Kellie Thompson Shiley 5k and Family Fun Run is an annual event held at the Terrapin Nature Trail in Stevensville, Maryland, on the scenic Eastern Shore. It features a 5K trail run/walk and a 1-mile fun run for children aged 10 and under. The race honors Kellie Thompson Shiley’s competitive spir..

The Lake & Leaf Shuffle will take place in Swanton on Saturday 27 September 2025. You can run between 6 and 12 miles.

The River's Edge Endurance Challenge, held in Brunswick, Maryland, is a multi-event running competition featuring a 5K (3.1 miles) race, a 3-hour endurance race, and a 6-hour endurance challenge. The event takes place primarily on the scenic River's Edge Trail system, with about one mile on school p..

The Rick O'Donnell Memorial Ultra Challenge is held annually in Mount Airy, Maryland, hosted by the Frederick Steeplechasers Running Club. The event features a 5-mile trail run along with 4-hour and 8-hour ultra challenges, offering multiple ways for participants to test their endurance on scenic tr..

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

The Fire on the Mountain 50K Trail Race, held in Little Orleans, Maryland within Green Ridge State Forest, offers challenging distances of 50K (about 31.95 miles) and 25K (approximately 16.3 miles). The 50K is an out-and-back course featuring seven aid stations, including a midway "oasis," with a 10..

The Schaeffer Half Marathon and 10K Trail Run, hosted by EX2 Adventures, takes place at the scenic Button Farm in Germantown, Maryland. The event features two distances: a 13.3-mile half marathon with 1,000 feet of elevation gain and a 6.7-mile 10K+ course with 500 feet of elevation gain. Known for..

The MCRRC Stone Mill 50 Mile Run is an ultramarathon event held in Montgomery Village, Maryland. This challenging 50-mile race offers runners a unique endurance experience on a course designed to test stamina and determination. The event is organized by the Montgomery County Road Runners Club (MCRRC..

The Rosaryville Veterans Day Trail Race, hosted by the Annapolis Striders, is an annual trail running event held at Rosaryville State Park in Upper Marlboro, Maryland. The race offers two distances: a 50K and a 20K, both featuring loops on a 9.5-mile single-track perimeter trail through wooded areas..

The Tuckahoe 25K is an annual trail running event held in Queen Anne, Maryland, featuring a 25-kilometer (15.5 miles) course primarily on single-track and horse trails. The terrain includes runnable hills, some rooty and muddy sections, but is not overly technical, making it suitable for both newcom..

The 21st Annual Catonsville High School XC Turkey Trot, held in Catonsville, Maryland, is a cherished community event celebrating health, wellness, and family. It features a cross country-style 1 Mile Family Fun Run and a 5K race, both chip timed. The event fosters a spirited atmosphere with awards..

The Mid-Maryland Trail Festival 50k is a 31-mile ultramarathon held at Rockburn Branch Park in Elkridge, Maryland. The course consists of six loops, each approximately 5.179 miles, winding through wooded trails. Participants can run the full 50k solo or form relay teams of 2 to 6 members, exchanging..

The Algonquin 50K is a challenging ultramarathon held in Pocomoke River State Park, Maryland, on the Delmarva Peninsula. The mostly flat, fast course covers approximately 31 miles on 95% trail, including single-track and horse paths, with sandy sections and possible standing water adding difficulty...

The HAT Run 50K is a trail running event held in Havre de Grace, Maryland. The course primarily consists of single-track trails, open fields, dirt roads, and some paved sections, featuring nearly 4,400 feet of elevation gain. Runners start with a 3-mile loop followed by two 14-mile loops. A notable..