Trail Running calendar near Chesapeake City 2026-2027

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.

The Bunker Hill Trail Races will take place in Parkton on Sunday 9 August 2026. You can run between 4 and 8 miles.

A trail race in Elkridge, MD on August 15, 2026 offering 25K and 50K on rolling single track with river crossings, aid stations, and a post-race gathering with beer and food.

Muddy Dash in Philadelphia on August 15, 2026 is a family friendly mud run at DREAM Park with a 5K course featuring obstacles, mud pits and slides. The event includes a pre party and an after party with music, food and drinks.

A trail 5K in Gettysburg on August 15, 2026, with a race shirt option for early registrants and an event bottle opener medal. Brewfest options and tours of the Daniel Lady Farm House and Barn are available the same day.

A three hour loop event at Roundtop Mountain Resort in Lewisberry, PA featuring a roughly 1.5 mile loop with 600 feet of climb, a steep lit descent, and a separate kids race; camping is included with entry.

A four mile out-and-back run on the NCR Trail from the Paper Mill parking lot in Cockeysville on August 19. The event is part of the Baltimore Road Runners Club Grand Prix Series and is scheduled as a weekday evening club run.

A memorial 5K trail run at Genesee Valley Outdoor Learning Center in Parkton, MD, with a 5K, 1-mile walk, kids dash, team entries, and an In Spirit donation option. Proceeds support a scholarship fund and a post-race festival offers food an..

A community trail series meeting one Saturday each month through the summer, with three mornings and a sunset closing. Participants pick their own distance and return to a shared tent for breakfast, drinks, and company.

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.

An untimed 3.1 mile vineyard run plus a short kids run at Bishop Estate Vineyard & Winery in Perkasie, PA, featuring grass trails, a finisher's medal, onsite wine and grape juice tasting, food trucks and activities. Proceeds benefit the Hil..

A weekend of trail races at Camp Mack in Newmanstown PA featuring a night 3.5 mile race, chip timed 12/6/3 hour endurance on a 3.4 mile loop, and free kids races with two course options.

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..

A four-part community trail series with three morning gatherings and a final sunset event in Marietta and Lancaster County. Participants choose their own distance, share food and hydration, and may register per event or buy a multi event pa..

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.

Kingwood Ultras is a loop trail event near Frenchtown, NJ where runners use a two mile circuit with a central base camp. Distances range from 10K to 100 miles and timed formats up to 48 hours, with handcrafted wood awards.