Trail Running calendar near Woodbine 2026-2027

A 5K road race in Dewey Beach on June 14, 2026 that benefits the Dewey Beach Patrol and is part of the Ten Sisters series. The event includes a competitive walking category, chip timing, tech shirts, and a post race party with food and beer..

An all-day looped trail event at Tyler State Park on June 20, 2026, with alternating-direction 5 mile trail and paved loops over an 11 hour window. Entry is $25 and Bucks County Road Runners members may be eligible for free or reduced entry..

A free night training run in Salisbury, MD offering six hours of repeated 5K loops on marked trails. Space is limited to 50 runners and participants must provide their own hydration and fuel.

Fair Hill Firecracker XC & Endurance Race is a cross-country and endurance running event on July 11, 2026, held at 2900 Montchanin Rd in Wilmington, Delaware, listed as a MASS XC & Endurance Race.

Loop running at Charlestown Park with a team 4 Hour Relay and a solo 4 Hour Ultra Challenge. Teams of five rotate on a roughly 2.2 mile loop while solo runners complete as many laps as possible; cash prizes awarded.

Test your endurance at Cooper River Park on a fast and flat 3.75 mile paved loop. Choose from 12 hour, 24 hour, or 100 mile challenges with great views of Philly and full aid station support.

Trail races at Bohemia Manor Farm Winery featuring *5K* and *8K* courses through vineyards, riverfront and wooded trails, chip timing with live results, finisher wine glass and an on-site after party with music and food.

Looped ultraruns inside Killen's Pond State Park on an approximately 3.1-mile mostly dirt loop. Self-supported "Fat Ass" format with manual timing, water provided, three capped race options, and a 12-hour time limit.

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.

Part of the Harford County Running Club Dog Days of Summer Series, Rigbie Farm 5k is a free, self timed grass and trail loop near Darlington, MD. Parking is at Rigbie Farm and non members may take part in three free runs.

Experience a fun 5K obstacle course filled with mud pits and slides at DREAM Park. Enjoy a pre-race DJ sets and a lively after-party with food and music in a family-friendly atmosphere.

A self-timed 5 miles on a packed rail trail in Darlington, Maryland, held as part of the Harford County Running Club Dog Days of Summer Series. The course is stroller friendly with parking at Fisherman's Log and free registration.

Spartan Stadion Philadelphia on August 29, 2026 uses an urban stadium course in South Philly with steep stairs, narrow concourses and 20 obstacles over 5 km. Kids races and spectator tickets are available.

A self-timed loop-trail event in Havre de Grace on 08/30/2026 with a listed distance of 3 miles. Runners have 90 minutes to complete as many loops as they like; parking is at Steppingstone Farm Museum.

A community 5K trail run and One Mile Move As You Please at Thorncroft Farm in Malvern on September 3, 2026. Cross-country courses include varied terrain and obstacles, with an after-party featuring live music and food trucks and proceeds s..

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 half marathon and a 10K at Lums Pond State Park on 09/06/2026 using Little Jersey and Swamp Forest trails. Routes include single track and wider trails and have a relatively flat elevation profile.

A 24 hours festival of hourly 5K runs on Pemberton Park trails in Salisbury, Maryland. Runners compete solo or in teams of four using a points based scoring system rather than chip timing.

A timed, noncompetitive trek on looped trails around the Schuylkill Center in northwest Philadelphia offering 7, 14, 21, and 28 mile routes. Finishers receive a shirt and patch, optional weighted-vest challenges are available, and some proc..

A community event at On Point Farm featuring a **5K run** and a muck walk on varied cross country terrain, with food, live music, family activities, and proceeds supporting Willistown countryside preservation.