Trail Running Calendar Delaware 2025-2026

Talaria Trail Run is a fall trail event held at Trap Pond State Park in Laurel, Delaware. It features a 4.5-mile Race and a 2-mile Walk. The course follows the Bob Trail—a 4.5-mile loop around the 90-acre Trap Pond—winding through hardwood..

Run Of The Mill 5/10-miler walk/run trail runraiser takes place at Brandywine Creek State Park in Wilmington, Delaware (Hawk Watch Parking Lot, 41 Adams Dam Road, 19807). Participants choose a 5-mile or 10-mile marked course through Delawar..

Now in its 27th year, the Milford Cross Country Booster Reindeer Stampede 5k takes place at Killens Pond State Park in Felton, Delaware. The event offers a 5k run/walk and a competitive walking option, benefiting Milford High School Cross C..

Celebrate Angela Ivory's legacy at Killens Pond State Park with challenging trail options including a 50k, 100 mile and a 24 hour run. Join runners Jan 24 and 25 2026 for a memorable test of endurance and community spirit.

Join the Race4Warriors Challenges on May 9, 2026 in Lewes, Delaware for 5K, 10K or half marathon courses through Cape Henlopen State Park, Fort Miles and Rehoboth Beach. Support wounded warriors and homeless veterans while enjoying live ban..