Trail Running calendar near Kennedyville 2026-2027

Experience Philadelphia’s premier parkland during the Wissahickon Trail Classic. Choose between a 10K trail race or a guided nature hike to support the stewardship of the historic park trails and local watershed.

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.

Join the 24th Dewey Beach Patrol 5k in Delaware for a series road race ending with a post-race party on the bay. This chip-timed event offers categories for both runners and competitive walkers.

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.

Kick off the Blue Crab Bolt series at Seneca Creek State Park with scenic 5K and 10K trail runs featuring lake views and singletrack paths. Enjoy professional race support, post-run breakfast burritos, and a festive atmosphere.

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.

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 flat and fast loop at Cooper River Park with views of the Philadelphia skyline. Choose from 12 or 24 hour timed events, relays, and ultra distances on a fully paved 3.75 mile course.

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.

Run through the wooded singletrack trails and streams of Little Bennett Regional Park in Maryland. Enjoy a community atmosphere with professional timing, post race breakfast burritos, and distances for different experience levels.

Join the first annual Montey's Pack Rescue Run 5K in Collegeville, PA. This event features a 5K run/walk, a kids' fun walk, and a virtual option, with all proceeds supporting local animal shelters. Participants can run or walk on paved and..

Test your endurance at the Wildwood Navy Seal Challenge with ocean swimming and beach running. Navigate sand and water obstacles in individual or team categories on the New Jersey shore.