Trail Running calendar near Leonardtown 2024-2025

We have found 43 Trailruns within 80 miles of Leonardtown. See below where and when you can find the races.

The Pemberton Half is a half marathon event taking place in Salisbury, MD. Scheduled for November 16, 2024, this race features a marked course and will be timed for participants. Notably, the event emphasizes a minimalist approach, offering no shirts or medals, and the roads will remain open to traf..

The Snallygaster is an exciting running event taking place in Sykesville, MD, featuring a 2-mile fun run and an 8-mile trail run. Participants can enjoy a thrilling adventure while keeping an eye out for Snallygaster sightings along the route. For an added touch of fun, runners can purchase Snallyga..

The Tuckahoe 25K is an exciting trail running event taking place in Queen Anne, MD, on November 23, 2024. This race, organized by the Centreville Crushers and Algonquin Ultras Inc., offers a challenging yet accessible 25K course that features a mix of single-track and wider horse trails. Participant..

The Fall Backyard Burn Trail Run at Fountainhead Regional Park offers an exciting opportunity for runners to enjoy the beautiful trails along the Occoquan Reservoir. Scheduled for November 24, 2024, participants can choose between a 5-mile or a 10-mile course, both featuring scenic hiking trails and..

The Winery at Bull Run Turkey Trot 10k is a scenic running event held at the historic Manassas National Battlefield. This pre-Thanksgiving race offers participants a chance to enjoy a beautiful trail run while earning points for the Year-Long 5k, 10k, and Sippin Series. Runners receive a glass of wi..

The 20th Annual Catonsville High School XC Turkey Trot is a cherished community event celebrating health and wellness. Scheduled for November 28, 2024, it features a 1 Mile Family Fun Run and a 5K race, both of which are timed. The event is designed to foster community spirit, with all proceeds bene..

The Drumstick Dash Turkey Trot features a 5k and an 8-mile race, celebrating the Thanksgiving holiday with a festive running event. Participants can enjoy a flat, paved out-and-back course along the scenic Mount Vernon Trail, making it accessible for walkers and strollers. Runners receive a finisher..

The 26th Milford Cross Country Booster Reindeer Stampede 5k is set to take place at Killens Pond State Park in Felton, Delaware, on November 30, 2024. This annual event supports the Milford High School Cross Country team and features a scenic 5k run/walk. Participants can pre-register for a fee, wit..

December 2024

The Winter Tour in Salisbury, MD, is an exciting running event that takes place over two months, from December to January. Participants can choose from eight different running routes across Delmarva, allowing them to run or walk at their own pace. While Strava is not required for participation, it i..

Devil Dog Ultras is a trail running event held in Prince William Forest Park, Virginia, featuring 100-mile, 100K, and 50K races. The course consists of primarily single-track trails with some technical sections, fire roads, and rolling hills. Runners will complete loops of varying lengths, with well..

The Winter Lake Anna Half is a scenic running event held at Lake Anna State Park, featuring a half marathon, 10k, and 5k courses. The half marathon consists of a mix of trail and paved road, with a time limit for completion. Participants receive a finisher's medal, a technical event shirt, and enjoy..

The 2024 Santa's Summit 7k & 7.5 Miler takes place at Bull Run Marina, featuring a scenic and challenging course along the Bull Run Occoquan Trail. Participants can choose between two distances, with both events contributing points to year-long running series. Runners will receive a finisher's medal..

The Fall Backyard Burn Trail Run at Hemlock Overlook is a scenic trail running event scheduled for December 8, 2024, in Clifton, Virginia. Participants can choose between two distances: a 5-mile or a 10-mile course, both featuring a mix of forested fire roads, hiking trails, and open fields. The rac..

The Pocahontas Half is a scenic running event held at Pocahontas State Park, featuring a half-marathon, 10k, and 5k. Participants can enjoy the beautiful forest trails, which include a mix of dirt and pine needles, making for a softer running experience. The event welcomes walkers and strollers, and..

The Tinsel Trot 10k in Louisa, VA, is a festive running event taking place at Southern Revere Cellars. Participants can enjoy a scenic cross-country course, completing four laps around the winery property. The event supports Keswick Sensory, a charity that provides therapeutic experiences for childr..

January 2025

The Mid-Maryland Trail Festival features a 50K race and a 50K relay, taking place on a scenic wooded trail in Elkridge, MD. Participants will complete six loops of approximately 5.179 miles each, with options for solo runners or relay teams of up to six members. The event offers various distance opt..

The Leesylvania 10k is a trail running event taking place at Leesylvania State Park, featuring a scenic course that includes both trails and pavement, with some small hills and a staircase. Participants will receive a finisher's medal, a technical event shirt, and chip timing. The event also offers ..

The Snowy Owl 10 Mile is a trail race taking place in York River State Park, Williamsburg, VA, on January 5, 2025. The course features a mix of technical single track and dirt fire road trails, with an elevation gain of approximately 600 feet. Participants can expect rocky sections, twisting paths, ..

The Winter Conway Robinson 10k is a trail running event taking place at Conway Robinson State Forest Park. Participants can enjoy a scenic loop route featuring technical terrain and minor hills. The event includes both a 10k and a 5k option, with points contributing to various series standings.Runne..

The Angela Ivory Memorial Runs take place at Killen's Pond State Park in Felton, DE, featuring a 100-mile, 50K, and 24-hour race. The course consists of a 3.1-mile dirt loop with minimal technical challenges, making it accessible for various runners. This event emphasizes a self-supported, community..