Trail Running calendar near Pocomoke City 2025-2026

The Pemberton 24 is a unique endurance running event held at Pemberton Park in Salisbury, Maryland. Participants, either solo or in four-person teams, run multiple 5K races over a 24-hour period, with a new 5K starting every hour. The scenic trail course features an aid station stocked with refreshm..

The Kellie Thompson Shiley 5k and Family Fun Run is an annual event held at the Terrapin Nature Trail in Stevensville, Maryland, on the scenic Eastern Shore. It features a 5K trail run/walk and a 1-mile fun run for children aged 10 and under. The race honors Kellie Thompson Shiley’s competitive spir..

The Run the Vineyards - Wind Vineyards 5K is a scenic race held at Wind Vineyards in Tappahannock, Virginia, featuring a 5K course on well-maintained trails of hard-packed dirt and grass across a 200-acre property. The mostly flat course includes two short hills and is chip-timed with awards for top..

The Mariners Bethel 6.2m Trail Run will take place in Frankford on Sunday 19 October 2025. You can run between 3 and 6 miles.

The Talaria Trail Run will take place in Laurel on Saturday 15 November 2025. You can run 4 miles.

The Tuckahoe 25K is an annual trail running event held in Queen Anne, Maryland, featuring a 25-kilometer (15.5 miles) course primarily on single-track and horse trails. The terrain includes runnable hills, some rooty and muddy sections, but is not overly technical, making it suitable for both newcom..

The 27th Milford Cross Country Booster Reindeer Stampede 5k is a festive running event held at Killens Pond State Park in Felton, Delaware. This 5k run/walk features chip timing with MYLAPS BibTag and offers competitive walking and running categories. Participants receive long sleeve tee shirts and..

Chills In The Mill: Harwoods Half Marathon & 5K is a winter running event held at Harwoods Mill Park in Yorktown, Virginia. The event features a half marathon and a 5K race, with a combined limit of 350 participants. The course includes a mix of wide trail roads and single-trail bicycle paths, marke..

The Angela Ivory Memorial Runs is an annual trail running event held at Killens Pond State Park in Felton, Delaware. It features challenging distances including a 50K, 100-mile, and 24-hour race. The course consists of a roughly 3.1-mile mostly dirt loop within the park, with gentle terrain, minimal..

The Algonquin 50K is a challenging ultramarathon held in Pocomoke River State Park, Maryland, on the Delmarva Peninsula. The mostly flat, fast course covers approximately 31 miles on 95% trail, including single-track and horse paths, with sandy sections and possible standing water adding difficulty...

The Race4Warriors Half Marathon is part of a multi-distance event held in Lewes, Delaware, featuring 5K, 10K, and Half Marathon challenges. The race supports Wounded Warriors and Homeless Veterans and aims to unite military and civilian communities. The USATF-certified course starts and finishes at..