Trail Running calendar near Holtwood 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..

An evening trail event run lap by lap on a roughly 1.6 mile loop where cutoffs shorten each circuit and runners continue until only one remains. The event includes on site food and complimentary beer for participants aged 21 and over.

Run through the wooded singletrack trails and streams of Little Bennett Regional Park in Maryland. Enjoy a community atmosphere with professional timing, post race breakfast burritos, and distances for different experience levels.

Trail 5K, 10K and a half-mile kids run at Miller Plant Farm in York, PA, on mixed farm and wooded surfaces; overall and age-group prizes, produce samplers for 5K/10K entrants, and 100% of proceeds benefit the WellSpan York Cancer Patient He..

Trail races of 5K and 3K at Codorus State Park Marina organized by Delone Catholic High School's cross country team; early registration includes a T-shirt and goodie bag and proceeds support several local funds.

An 8K cross-country race at Anne Arundel Community College on August 2, 2026, part of the Annapolis Striders Championship and Maryland/DC RRCA Grand Prix Series, with pre-registration fees and race day registration available.

Late Night With Bear Creek is listed for August 7, 2026 at 101 Doe Mountain Lane in Pennsylvania, United States. The listing provides the event name, date, and location.

A family-friendly 5K mud run on August 8, 2026 at New Jersey MotorSports Park with obstacles, mud pits, festival-style pre- and post-event parties.

A self-supported ultramarathon at Killen's Pond State Park on Aug 8, 2026 offering 50-mile, 50K and 12-hour options on a mostly shaded 3.1-mile dirt loop.

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.

Trail race in Gunpowder Falls State Park on August 9 with one or two mostly single-track loops of 4 or 8 miles and race-morning registration only.

Trail race in Elkridge, MD offering 25K and 50K on rolling single track with river crossings, aid stations serving real food, and post-race food and beer.

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 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 nighttime three hour loop race at Roundtop Mountain Resort featuring a 1.5 mile loop with 600 feet of climbing and a separate kids race.

Family festival in Hamburg featuring a scenic 5k trail run or walk, a half mile kids fun run, awards and pre-registration shirts.

Scenic 5K and Half Marathon along the Chesapeake & Ohio Canal in Georgetown with in-person and virtual entry options.

A 7K trail race at The Woodstock Equestrian Center in Dickerson, Maryland, presented as part of MCRRC's low key series for members. Non member registration has a $20 fee and runs from February 10, 2026 to August 16, 2026.

An evening 4 mile out and back run on the NCR Trail at Paper Mill in Cockeysville, part of the BRRC Grand Prix Series on August 19, 2026.