Trail Running calendar near Lewes 2026-2027

Experience an iconic spring ultra marathon featuring a fifty kilometer double loop through Susquehanna State Park. Navigate single track trails and stream crossings with over four thousand feet of climbing.

Run loops on the scenic trails of Calvert Cliffs State Park. You have six hours to cover as much distance as you like, with aid and hot meals provided. A virtual option is available.

Run along the paved B&A Trail in Maryland at this established event featuring a full and half marathon. Managed by the Annapolis Striders, it offers a well supported experience starting at Severna Park High School.

The Montchanin Trails 5K is a trail run on March 29, 2026, at Longwood at Granogue in Wilmington, DE. The 5K course features single-track trails, hills, and varied terrain. Registration is limited to 300 participants and includes a t-shirt..

A turtle-themed 5K trail run at Hopkins Farm Brewery that supports local wildlife conservation. Participants receive a wooden medal and costume prizes are awarded. The event concludes with a festive after-party featuring live music.

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.

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.

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.

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.

Experience a Ninja Warrior style obstacle course at the Gloucester County Fairgrounds. This non-profit event features 12 tiered obstacles with difficulty levels ranging from moderately easy to extreme for all participants.

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.

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.

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.

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.

The Pemberton 24 is a unique 24-hour challenge in Maryland's Pemberton Park. Runners and teams attempt to complete as many hourly 5 km loops as possible, earning points for each one. It's a test of endurance with a supportive camp atmospher..

Support wildlife rehabilitation during a 5k trail run at the Woodford Cedar Run Wildlife Refuge. Enjoy a beer garden featuring local breweries and explore the nature center after crossing the finish line.