Trail Running calendar near Dewey Beach 2026-2027

We have found 28 Trailruns within 80 miles of Dewey Beach. See below where and when you can find the races.

Run or walk a 5K trail race under the Flower Moon at Brandywine Creek State Park. This inaugural event supports local trail nonprofits and finishes with a moonrise celebration featuring s'mores and lawn games. Leashed dogs are welcome to jo..

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.

Experience a premier obstacle course and mud run in Kennedyville, Maryland. Choose between the 5-7 mile Savage Race or the 3+ mile Blitz featuring over 25 unique obstacles and earn exclusive Syndicate medals.

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.

June 2026

Join this mission-based obstacle course in Mullica Hill featuring tiered challenges for different skill levels. Complete the 4 mile course individually or in teams to earn points and support a non-profit cause.

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.

August 2026

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.

A self-supported ultramarathon at Killen's Pond State Park in Felton, DE offering 50 mile, 50K and a 12 hour option on a mostly dirt 3.1 mile loop. Manual timing, water provided, and hot humid summer conditions.

Test your endurance at the Wildwood Navy Seal Challenge with ocean swimming and beach running. Navigate sand and water obstacles in individual or team categories on the New Jersey shore.

September 2026

Test your limits in Kennedyville with the Savage Race or Savage Blitz. Navigate miles of mud and over 25 obstacles to earn exclusive medals and state pins at this premier Maryland event.

Celebrate Labor Day at William Heritage Winery with a scenic 5K trail run or a 1 Mile walk. Enjoy live music and vineyard views while participating in chip timed races for all ages in Mullica Hill.

A 24-hour event at Pemberton Park where individuals or four-person teams run as many hourly 5Ks as they choose, scored by points with overnight bonuses and awards for top individuals and teams.

October 2026

Experience a scenic race through the vineyards and country roads of Hammonton. Enjoy a flat course followed by a courtyard party featuring live music, wood fired pizza, and award winning wine.

Trail running at Lums Pond State Park with options from a single lap 12K to a 12 hour solo or 4-person relay, chip timing, age-graded results, and on-course aid stations.

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..

November 2026

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.

A 25K trail race in Queen Anne, Maryland on November 21, 2026, run mostly on single-track with runnable hills and muddy sections. Three stocked aid stations support runners and awards go to the top three men and women.

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.