Trail Running calendar near Woodbine 2026-2027

Loopy Looper is an ultrarunning event at Cooper River Park with 12 hour, 24 hour, 101.25 mile and a Glow Up Loop on a 3.75 mile paved loop.

Trail races at Bohemia Manor Farm in Chesapeake City feature 5K and 8K courses through vineyards, wooded trails and along the river, with chip timing, age group awards, finisher wine for ages 21 plus and an on-site after party with music an..

Looped trail ultramarathons at Killen's Pond State Park near Felton, DE, with 50 mile, 50K and 12 hour options. Events are self supported, manually timed, capped at small fields, and run in 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.

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.

Family friendly 5K mud run in Philadelphia with obstacles, mud pits, slides, pre party and after party, plus a Buy One Give One registration donation program.

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.

A mud-free 5 km stadium obstacle race at Citizens Bank Park on August 29, 2026, featuring 20 obstacles, stadium stairs and a finisher medal. The event also includes a kids race, spectator options and team registration.

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.

Experience a scenic 5K race and yoga session at Penns Woods Winery. Enjoy a chip timed course through vineyard trails and national park land followed by live music and wine.

A 24 hour festival of repeated 5K races at Pemberton Park in Salisbury, MD, where a new 5K begins every hour. Individuals and four person teams earn points for completed 5Ks and placing, with awards for top finishers.

The Boxers' Trail 5K in Strawberry Mansion on September 19, 2026 offers run, walk, and youth options along a trail that passes forests, meadows, creeks, historic mansions and playgrounds. Proceeds support youth programs at Mander Playground..

A looped trail event at the Schuylkill Center on September 26, 2026, offering 7–28 mile options, ruck weight choices, professional timing, aid stations, and finish awards including the Grey Wolf medal for upper levels.

Teams of 6 to 13 run a 26 leg relay on a one mile trail loop at The Woodlands in Philadelphia, using custom batons and a torch carrying final 0.2 mile runner.

A community 5K and 1 mile kids run in West Grove PA on September 26 2026 supporting Avon Grove High School cross country with a three-loop grass course and race-day refreshments.

A dog friendly fundraising event at Bellevue State Park on September 27, 2026 featuring a scenic 5K and a one mile Mutt Mile, with race timing, awards for dogs and people, vendors, a costume contest, and merchandise.

Run-a-Muck in Newtown Square, PA features a 5K and a 1.5-mile mucker with family activities and proceeds supporting Willistown land conservation.