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Trail Running Calendar near Holtwood 2026-2027

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Explore the top trail runs near Holtwood for 2026-2027! We've gathered 28 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Trail races at Glenroy Preserve on October 4, 2026: 5 mile, 25K, and 50K loops with creek crossings, aid stations, and post-race food and beer.
A 5.25 mile trail race at Gunpowder State Park on October 18, 2026 featuring a steep opening climb, single track sections, downhill stretches, and donation based entry.
A 5K walk and run on October 18, 2026 at the Ma and Pa Trail Williams St trailhead in Bel Air, MD; registration $20 from Sept 26 to Oct 15 and finishers receive a Husky medal.
A marked 5K trail race on October 25, 2026 in Kirkwood, Pennsylvania across grass fields, horse trails and dirt roads with timed divisions, ribbons, and a t-shirt option.
A Harford County Running Club Sunday run in Havre de Grace with a self timed, stroller friendly 4 mile road course and optional extra mileage around a hay field.
A backyard ultra at Shawan Downs where runners repeat a 4.1667 mile loop each hour until one runner completes a lap alone and is declared the sole finisher.
Community run at The Star Barn and Stone Gables Estates in Elizabethtown featuring a measured 5K with mixed surfaces and a paved 1 Mile Fun Run/Walk.
A Halloween 5K trail run at Old Stone Cider with costumes encouraged, live music, vendors and a food drive benefiting the Chester County Food Bank.
November 2026
Enjoy a 5k run or walk from the lighthouse at Concord Point Park as part of the Harford County Running Club Sunday Run Series.
A six-hour trail challenge in Coatesville where runners complete a timed 5K each hour, aiming to finish six laps for a medal and national ranking.
A scenic 5K at Milburn Orchards in Elkton on November 8, 2026, across orchard and farm trails with a portion of proceeds donated to local organizations.
A self timed 5k from Made Me Mine in Abingdon with walking option, stroller friendly course and parking at Constant Friendship Shopping Center.
A chip-timed 5K on the Lancaster Junction Recreation Trail in Manheim, PA supporting the Friends of Pam Reynolds Memorial Scholarship, with cash awards and a virtual option.
A 5 km on the Mason-Dixon Trail in Darlington with two multi-loop challenge options and self-timed results, free registration.
Trail half marathon and a shorter 6.66 mile single loop race through meadows, forests and rocky single track near Glen Rock, PA.
December 2026
A 9-mile trail race around Lake Redman in York, PA featuring single-track terrain, two tunnel crossings, a Ruck division, and finisher awards on December 5, 2026.
A community New Year's Eve event in Bel Air offering a self-timed 5K at Cedar Lane Park with a family countdown and a sparkling cider toast after the run.
March 2027
Trail running at Codorus State Park near Hanover PA with 8 Miler, 25K, and 50K on the Ranger Trail, aid station at mile 8, and proceeds to a local animal rescue.
A spring trail 50K at Susquehanna State Park with two identical loops, about 4,300 feet of climbing and several stream crossings, supported by aid stations and volunteers.
April 2027
Genesee Valley Ultra is a timed loop trail event at Genesee Valley Outdoor Learning Center in Parkton, MD. Runners choose 24 hour, 12 hour, or 6 hour formats to complete as many laps as possible on a 2 mile loop, with chip timing and awards.
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