Trail Running calendar near Derwood 2024-2025

We have found 57 Trailruns within 80 miles of Derwood. See below where and when you can find the races.

The Saint Marys Lake Trail Series is a running event held at Saint Mary’s Lake in Leonardtown, MD, featuring distances of 50K, 34K, and 17K. The course consists of a scenic 10.5-mile loop that combines single-track trails, forest roads, and crushed gravel paths, with a total elevation gain of approx..

March 2025

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 r..

No Man's 50K is a unique trail running endurance challenge designed exclusively for women, held at the Telegraph Road Pavilion in Triangle, VA. Established in 2016, the event aims to promote female participation in trail races, inspired by a young girl's observation about the lack of women in such e..

The MCRRC Seneca Creek Greenway Trail Marathon & 50K is a running event scheduled for March 8, 2025, in Gaithersburg, Maryland. This event offers participants the choice between a marathon and a 50K race, catering to various levels of endurance runners. Registration is currently open, allowing inter..

Blazing Saddles is a running event organized by the York Road Runners Club/York Ridge Runners, taking place at Codorus State Park in Hanover, PA. Scheduled for March 15, 2025, participants can choose between a 25K and an 8-mile race, both utilizing the scenic Ranger Trail. The course features a mix ..

The Molon Lave 5k is a scenic cross-country running event set to take place at Molon Lave Winery. Participants can enjoy a beautiful 5k course while earning points towards various year-long series. The event welcomes both runners and walkers, and a virtual race option is available for those unable t..

The HAT Run 50K is an exciting trail running event held in Havre de Grace, MD, featuring a challenging course that includes a mix of single-track trails, open fields, dirt roads, and some paved sections. Participants will tackle nearly 4,400 feet of elevation gain, starting with a 3-mile loop follow..

The Smoketown Brewery 10k, part of the 2025 Smoketown Brewery 5k & 10k event, offers participants a scenic running experience along a light gravel dirt path. This event welcomes both runners and walkers, with a virtual race option available for those unable to attend in person. Participants receive ..

The B&A Trail Marathon and Half Marathon is a popular running event taking place in Severna Park, Maryland. Scheduled for March 30, 2025, this race features both a full marathon and a half marathon, attracting participants of various skill levels. The course primarily runs along the scenic B&A Trail..

April 2025

The Sheetz-to-Sheetz Trail Run is a unique 14-mile untimed race held in King George, Virginia, designed to benefit local charities. Participants start at one Sheetz convenience store and finish at another, traversing the scenic Dahlgren Railroad Heritage Trail. The event emphasizes enjoyment over co..

The Bull Run Run 50 Miler is a challenging trail running event held in Clifton, Virginia, set to take place on April 5, 2025. This 50-mile race winds through a picturesque linear park alongside the Occoquan River and the historic Bull Run, showcasing the area's natural beauty during spring. Particip..

The Cancer Crushin' 5k is a charitable running event taking place at the Jacobus Lions Ambulance Building in Jacobus, PA. This event aims to raise funds for the American Cancer Society, promoting awareness and support for cancer research and patient care. Participants can register for the race at a ..

The Chopawamsic Challenge is an exciting 50K and 100K trail running event held in Prince William Forest Park. This race offers generous time cut-offs, making it suitable for both seasoned ultra-marathoners and those looking to extend their trail running experience. The course features predominantly ..

The Winchester Battlefield Half is a scenic running event taking place at the Third Winchester Battlefield, featuring a half marathon, 10k, and 5k. Participants can enjoy a chip-timed race with a finisher's medal and a technical event shirt. The event welcomes walkers and offers a virtual race optio..

Run to Remember is a commemorative running event held at Piney Run Park in Sykesville, MD, featuring various race options including a 50K, 50K Relay, 25K, 5 Mile, and an 8 Hour Challenge. This event honors the memory of cherished members who have passed away, encouraging participants to challenge th..

The C&O Canal 100 is a challenging 100-mile ultramarathon that takes place along the scenic C&O Canal towpath in Maryland. The race features a unique course layout consisting of one approximately 40-mile loop and two 30-mile loops, making it suitable for both novice and experienced ultrarunners. Par..

May 2025

The Farm Park Challenge is a unique running event held at the Agricultural History Farm Park in Derwood, Maryland. Participants can choose from various challenges, including a 3-hour, 6-hour, or 10-hour loop format, as well as a traditionally timed marathon and a new 25K option in 2025. Each loop is..

The Massanutten Mountain Trails 100 Mile Run is a challenging ultra-marathon held in the scenic Massanutten Mountains of Virginia's Shenandoah Valley. This demanding race features a rugged course with over 18,000 feet of elevation gain, requiring participants to navigate short but steep mountain cli..

The Conestoga Crusher 10K Trail Race, along with the Conestoga Cruiser 5K Trail Race and the Kids Trail Race, will take place on May 17, 2025, at Kelly's Run Nature Preserve in Holtwood, PA. This event offers a challenging 10K course featuring steep climbs, creek crossings, and stunning views from t..

The Capital Backyard Ultra is a unique endurance running event held in Lorton, Virginia, designed for a maximum of 60 participants. The race features a 4.167-mile loop that starts on the hour, every hour, until only one runner remains. With a focus on supporting runners in achieving their personal b..