Trail Running calendar near Frankford 2026-2027

Experience a scenic 5k trail run at Parvin State Park featuring State Police unit displays and a flyover. Support student scholarships and troopers in need while enjoying a day of community and outdoor activity.

Experience USATF certified courses through Cape Henlopen State Park and historic Fort Miles. Choose between running, walking, or a heavy march to support veterans in this scenic Delaware event.

Test your resilience in this 24 hour endurance challenge in Annapolis. Set your own mileage goals to honor military heroes while enjoying provided meals and a community trail running environment.

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.

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.

The Pemberton 24 is a unique 24-hour challenge in Maryland's Pemberton Park. Runners and teams attempt to complete as many hourly 5 km loops as possible, earning points for each one. It's a test of endurance with a supportive camp atmospher..

Experience a scenic trail run through the Assawoman Wildlife Refuge at the 23rd annual Mariners Bethel event featuring various distances and a post race bluegrass celebration.

Get ready for an adventure on the trails at Parvin State Park. Choose between a classic half marathon or a choose-your-own-adventure 6-hour ultra on a mostly flat, fast loop. The event features a cupless, carry-in/carry-out format, emphasiz..

The Talaria Trail Run is a fall event at Trap Pond State Park in Delaware. It features a 4.5-mile race on the scenic Bob Trail and a 2-mile walk. Participation supports Legacy Academy.

The Tuckahoe 25K returns for its 8th year on November 21, 2026. This 25-kilometer trail run features a mix of single track and horse trails with three fully stocked aid stations. The event proceeds rain or shine, offering awards and swag fo..

Enjoy a Thanksgiving 5K trail run through the scenic Autumn Lake Winery featuring dirt trails and grassy paths. This family friendly event supports animal rescue and welcomes strollers and leashed dogs on the course.

Experience a cross country Thanksgiving run at Vineland's Anthony Campanella Park. Open to all ages and paces, this event features awards for top finishers and supports the local public library.

Join the 28th annual Reindeer Stampede 5k at Killens Pond State Park for a run or competitive walk. This established event supports local cross country and features festive awards and a post race party with seasonal treats.

Support therapeutic riding programs while running through the beautiful forested trails of the Wicomico Demonstration Forest in this inaugural 5k trail race.