Trail Running calendar near Parsonsburg 2025-2026

Take on rugged trails at Killens Pond State Park in Felton Delaware during the Angela Ivory Memorial Trail Runs on January 24 and 25 2026. Distances include a 50k, 100 Miler and 24 Hour event; 50k is currently full.

The Delmarva Ultra Challenge is a 100K trail test in Pocomoke run as two 50K efforts, one night and one morning. A surprise night course and limited spots make this a gritty, tactical event for experienced ultrarunners.

Community driven 50K trail race through Pocomoke River State Park, featuring mostly flat single track and scenic river views. Volunteer run with stocked aid stations and a handmade ceramic mug for every finisher.

Run a scenic 5K through forest trails at Wicomico Demonstration Forest in Parsonsburg, MD on February 21, 2026. Proceeds benefit 4STEPS therapeutic riding programs, making this debut trail race a great way to support riders and enjoy nature..

Run scenic single track around Saint Marys Lake and Salem Forest with 17K, 34K, and 50K options on a 10.5 mile loop. Limited to 100 runners, the friendly trail race finishes with warm food and pancakes.

Explore a scenic 10 mile trail through laurel and pine in Pocomoke State Forest along Blades Road, with mossy singletrack and creek crossings. Bring your own cup or bottle as the race is cupless and offers one aid station.

Hit the scenic B&A Trail in Severna Park on March 29, 2026 with marathon and half marathon options, the marathon a Boston qualifier. Enjoy a mostly flat rails to trails route, generous aid, a finisher medal and participant apparel.

Race4Warriors on May 9 2026 in Lewes DE offers 5K, 10K and half marathon with Run, Race Walk or a Heavy March through Cape Henlopen State Park and Fort Miles. Finishers get a medallion and a lively post race party with bands and vendors.

Annapolis Striders unites runners in Annapolis, MD with road and trail races from 1 mile to ultramarathon and training programs for beginners to marathoners. Enjoy community races and a lively event calendar year round.

Annapolis Striders unites runners in Annapolis, MD with road and trail races from 1 mile to ultramarathon and training programs for beginners to marathoners. Enjoy community races and a lively event calendar year round.