Trail Running calendar near Leonardtown 2024-2025

The 2025 Food for Others 5k & 10k is a charitable running event taking place at Leesylvania State Park. Participants can choose between a 5k or 10k distance, with both races contributing to the mission of Food for Others, which aims to distribute food to those in need. Runners will receive a finishe..

The Mid-Maryland Trail Festival features a challenging 50k race and a 50k relay, taking place on January 4, 2025, at Rockburn Branch Park in Elkridge, MD. Participants will complete six loops of approximately 5.179 miles each on a scenic wooded trail. The event allows for individual runners or relay..

The Snowy Owl 10 Mile is a trail race taking place at York River State Park in 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, presenting a challenging experience for participants. ..

The RUN BIG LAND Toughness GROOVE Trail Race is a unique trail running event taking place in Montross, Virginia. This 10.7K trail race is designed to support veterans and first responders, with all proceeds benefiting the nonprofit organization 10-7 at Big Land. Participants will navigate through ch..

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 Chills in the Mill event features the Harwoods Half Marathon and a 5K race, taking place in Yorktown, Virginia. This exciting running event offers participants a unique experience through diverse terrains, including trails and paths that may present a bit of mud. Runners will be shuttled from th..

The Eternal Winter 6-Hour Run is a unique running event taking place at the Greenbury Point Nature Center in Annapolis, Maryland. This "fat-ass" style race encourages participants to run for six hours on a 2.5-mile loop trail, emphasizing self-sufficiency with no fees, awards, or aid stations. Regis..

The Angela Ivory Memorial Runs is an annual running event held at Killen's Pond State Park in Felton, DE, featuring a 50K, 24-hour, and 100-mile race. The course consists of a 3.10-mile dirt loop that is relatively gentle and accessible for runners. This event emphasizes a self-supported, community-..

The ICY-8 event in Spotsylvania, VA, is an exciting trail running competition that features an 8-hour adventure trail run and a new HALF MARATHON+ option. Set in the scenic Lake Anna State Park, participants can choose from various loop courses, including 4.7 miles, 8.0 miles, and a mini loop. The e..

The Great Frosty Forest Marathon, taking place on February 2, 2025, offers a range of running events including a 5k, 10k, half marathon, and full marathon, all set in the scenic Prince William Forest Park. Participants can earn points towards various year-long series and are encouraged to register e..

The Little Patuxent River Half Marathon & 10K is a scenic running event held in Columbia, Maryland, featuring a half marathon (13.1 miles), a 10K (6.55 miles), and a new 5K option. The race takes place on the beautiful Patuxent and Wincopin trails, offering a manageable terrain suitable for both beg..

The Delmarva Ultra Challenge (DUC) is a unique 100K trail race designed for those seeking an intense challenge. Participants run two back-to-back 50K races: the first takes place at an undisclosed location on Friday night, followed by the traditional Algonquin race course on Saturday morning. The co..

The Algonquin 50K is a trail running event taking place in Pocomoke City, MD, on February 8, 2025. This race offers a flat, fast course ideal for both first-time ultra runners and seasoned participants looking to achieve a personal best. The route is primarily on trails, with well-stocked aid statio..

The Froggy Hollow 5 & 9, presented by Altra, is a timed trail ultra event taking place at Little Bennett Regional Park in Clarksburg, MD. Scheduled for February 8, 2025, it features multiple race options including a 9-Hour Challenge, 5-Hour Challenge, and a "More Than a 4-Miler." Participants will n..

The Dahlgren Trail Half Marathon is a scenic running event taking place on February 15, 2025, in King George, Virginia. The race follows the 16-mile Dahlgren Railroad Heritage Trail, offering participants a flat and smooth course ideal for both competitive runners and casual participants. The event ..

The Saint Marys Lake Trail Series is an exciting running event taking place in Leonardtown, MD, featuring three race distances: 50K, 34K, and 17K. Set against the scenic backdrop of Saint Mary’s Lake and the surrounding Salem Forest, participants will navigate a roughly 10.5-mile loop that combines ..

The Dark Side 8 Hour Ultra is an annual trail running event held at Little Bennett Park in Clarksburg, MD. Participants can run as many laps as they wish on a scenic 5.5-mile loop, primarily on single track trails. This timed event encourages runners to enjoy the outdoors as spring approaches.The ra..

The Paradise Springs 10k, part of the 2025 Paradise Springs 5k & 10k event, takes place at Hemlock Overlook Park. This challenging trail course features significant elevation changes and technical sections, making it suitable for experienced runners. Participants will receive a finisher medal, a tec..

The Bigfoot Endurance 5 & 10 Mile Trail Race takes place at Rockburn Branch Park in Elkridge, Maryland. Participants can choose between a 5-mile run, a 10-mile run, or a 2-person relay for the 10-mile distance. The terrain is designed to be easy to moderate, making it suitable for both novice and ex..

The Robious Landing 3 Miler, organized by the Richmond Road Runners Club, is a trail race taking place at Robious Landing Park in Midlothian, Virginia. Scheduled for March 2, 2025, the event features both an in-person race and a virtual option, allowing participants to run at their convenience from ..