Trail Running calendar near Monkton 2026-2027

Experience a low key trail event at Colonel Denning State Park featuring significant elevation gain and scenic vistas. Choose between two distances that provide a relaxed atmosphere and a community focused post race celebration.

Experience exclusive access to private historic trails at Paradise Farm Camps. Choose between 5 mile, 5K, or 1.5 mile routes and enjoy a post race pizza party benefiting public trail programs.

Combine a 5k run or walk with vineyard scenery at Corteau Vineyards. Registration includes a wine glass, medal, and a wine pour, with age group awards for top finishers. Leashed dogs are welcome on this cross-country style course.

Celebrate Juneteenth with a scenic trail run through the hilly terrain of Schaeffer Farm in Germantown. Choose between 6k and 12k distances on a course that welcomes both runners and walkers.

Event Overview The Catoctin 50k Trail Run takes place in June. It offers two distances: a 50k (approximately 32 miles) and a 25k called the "Half Cat." The event is held in Cunningham Falls State Park and Gambrill State Park near..

Experience a scenic run or walk along the Chesapeake and Ohio Canal path in the heart of Georgetown. Choose between a 5k or 10k course located right near the nations capital.

Experience a scenic 5 mile trail run through Lancaster County Central Park featuring grass paths and water crossings. Compete for age group awards and enjoy a post race prize raffle in a beautiful natural setting.

Experience the wooded trails of Seneca Creek State Park in Gaithersburg MD. Choose between two distances featuring lake views and single track paths during the opening event of the Blue Crab Bolt Trail Running Series.

This unique 10k trail race in Nolde Forest uses an age-graded start, giving everyone a chance to compete. Runners are grouped by age and gender, with head starts calculated to level the field. A portion of proceeds supports the maintenance..

This cross-country event takes place at the Agricultural History Farm Park in Derwood, Maryland. It's part of a free series for members, with paid registration available for non-members and a youth discount.

A free Forrest Gump themed fun run on Lakeside Loop in Owings Mills offering a full 4.4 mile loop or a 1 mile out-and-back option, meeting at New Town Village Center with themed attire suggested.

The Sweet Air Trail Race features an adventurous 8-mile trail course in Gunpowder State Park. Runners will cross water and county lines on a route with rolling hills. Free registration is capped at 100 participants.

Experience a scenic run through the 868 Estate Vineyards in Purcellville. Choose between 5k and 10k distances or participate virtually for an afternoon of outdoor activity at a Virginia vineyard.

Tackle the flowy and fun trails at Schaeffer Farms in Germantown, Maryland. Choose from a 5K or a 10K++ course featuring single-track, stream crossings, and open fields. Enjoy post-race food, optional medals, and a festive atmosphere.

Experience a scenic run or walk along the Chesapeake and Ohio Canal path in Georgetown for the Christmas in July 5k and Half. Participants can choose between two race distances or join virtually from any location.

Run a technical 8K trail through vineyards and along the river at Bohemia Manor Farm. The chip timed event includes a tech shirt and wine glass. Celebrate after with a waterfront party featuring live music and food.

Explore the wooded trails of Little Bennett Regional Park in this trail run. Choose between a beginner-friendly 5K+ or a 10K course featuring single-track paths, hills, and streams. The event includes race swag, post-race food, and a free k..

The MD Heat Trail Race on August 15, 2026, offers 50K and 25K trails with river crossings and valley views. Finish with a celebration featuring craft beer and BBQ.

Experience the MCRRC Groovin Woodstock 7K XC at the Woodstock Equestrian Center in Maryland. This low key cross country race offers a scenic 7 km route for club members and non members alike.

Experience the Leopold’s Preserve 5k and 10k in Broad Run Virginia. This Sippin Series event welcomes both runners and walkers for a scenic race through the preserve in collaboration with the Farm Brewery at Broad Run.