Trail Running calendar near Chesapeake City 2026-2027

Community 5k trail run in West Deptford on May 3, 2026 supporting the Alpha Corps Foundation. The event features age group and team awards, a guaranteed shirt for preregistrations by April 21, police unit displays and family activities.

The 10th annual cross country style event at Spencerville Adventist Academy features a 5K, 1 Mile, and a kids 1K. Participants receive a T shirt and finisher medal, with awards for class standings, age groups and best costume.

A fundraising 5K run/walk through My Lady's Manor in Monkton, Maryland, supporting The Harford Land Trust and The Manor Conservancy. Includes awards by overall and age groups and a post race happy hour with finger foods.

A four-date series of 10K trail runs in the Pickall Area of Patapsco Valley State Park from May 6 to May 27, 2026, with running time results and options to enter single dates or the full series.

A community trail series at Haverford Reserve in May and June featuring two 5K races and a 1 mile trail walk. Event proceeds support trails in Haverford Township and registration is handled online.

Community races in Lewes offering 5K, 10K and Half Marathon options with run, race-walk, or a Heavy March carrying a 15 lb pack; routes go through Cape Henlopen State Park and Fort Miles in support of wounded warriors.

A trail ultrarunning festival in Pennypack Park offering 25K, 50K and 50 mile loop races with German-themed aid stations, post-race food and music, and traditional German awards.

Test your endurance at this IAU Bronze Label event on a certified 400 meter track in Sharon Hill. Choose from 12 or 24 hour timed races and 50K distances in a cupless and supportive environment.

Trail races at Cromwell Valley Park include 25k, 12.5k and a family 5k with mile-marker activities. Proceeds benefit the Gunpowder Valley Conservancy, Cromwell Valley Park and TALMAR.

ChesLen Chase in Coatesville is a Natural Lands event offering a 5K trail run and a 2 mile fun run walk, youth pricing, member discounts, and a post race gathering with music, craft beer, food trucks, and awards.

A Mother's Day 5k and 10k in Silver Spring, Maryland, held by Swift Running with a course that passes through Martin Luther King Jr. Recreational Park. The event offers in person and virtual entries with tiered registration fees.

A four-date series of 10K trail runs in the Pickall Area of Patapsco Valley State Park from May 6 to May 27, 2026, with running time results and options to enter single dates or the full series.

Trail races at Kelly's Run Nature Preserve in Holtwood on May 16, 2026 include chip timed 10K and 5K courses plus a free kids trail race of about 1.5 miles. The 10K features 1,256 feet of elevation and an aid station at Pinnacle Overlook.

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.

A morning 5K held during the Fair Hill Scottish Games on May 16, 2026, with a $40 entry that includes game admission; on-site cash entries and ATMs are available, and cash prizes plus a trophy and Scottish claymore are awarded to top finish..

Experience the scenic beauty of the Brandywine Valley through forests and farmland. Choose between 10k, 25k, and 50k distances in this part of the USATF Mid Atlantic Off Road Series.

A four-date series of 10K trail runs in the Pickall Area of Patapsco Valley State Park from May 6 to May 27, 2026, with running time results and options to enter single dates or the full series.

Tough Mudder Philly at Plantation Field on May 23, 2026 offers 15K and 5K obstacle courses, an Infinity lap option, and spectator access across rolling hills and muddy terrain. Finishers receive medals, a shirt, a headband, and a finisher d..

A trail and road mix half marathon and an all trail 5K centered at Sleepy Hollow Athletic Club. Both races run largely on the Horse Shoe Trail and support Berks County Special Olympics.

A four-date series of 10K trail runs in the Pickall Area of Patapsco Valley State Park from May 6 to May 27, 2026, with running time results and options to enter single dates or the full series.