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Trail Running Calendar near Baldwin 2026-2027

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Explore the top trail runs near Baldwin for 2026-2027! We've gathered 18 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
A free 5K cross country at Herring Run Park on November 15, 2026, with mixed terrain, river crossings, and donations accepted for local scholarships and park support.
A 5 km on the Mason-Dixon Trail in Darlington with two multi-loop challenge options and self-timed results, free registration.
A self-timed 5 miles loop in Bel Air that starts and finishes at Southampton Middle School and follows part of the Bel Air Town Run Course.
Trail race in Glen Rock PA offering a 13.13 miles two loop course and a 6.66 miles single loop through meadows, forests and stream crossings.
A community cross-country event at Catonsville High School with a chip-timed 5K and a 1 Mile Family Fun Run, with all proceeds supporting the CHS cross country program.
A Thanksgiving Day 5K at Eastern Regional Park in Middle River with two laps on mixed paved and natural paths and registration options that include a hat and medal.
December 2026
A club 5 km run and walk on the new section of the Ma and Pa Trail from North Avenue Trailhead in Bel Air with self-timing and on-site merchandise.
January 2027
Trail races of 13.1, 6.55 and 3.1 miles on the Patuxent and Wincopin trails in Columbia, MD; registration includes shirt, medal and knit gloves.
February 2027
Looped trail event at Rockburn Branch Park offering a full 50k (six 5.179 mile loops), relay teams of two to six runners, or single loop options.
A 50 km trail race at Hashawha Environmental Center with rolling single-track, stream crossings, five aid stations, and lottery entry opening Jan 1, 2027.
Trail races at Rockburn Branch Park in Elkridge, MD, with 5 mile, 10 mile, and a two person 10 mile relay; registration runs Oct 30 to Dec 4, 2026.
March 2027
HAT Run 50K is a trail ultramarathon in Susquehanna State Park with nearly 4,300 feet of climbing, two 14 mile loops and four stream crossings.
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.
A turtle themed 5K at Hopkins Farm Brewery in Havre De Grace raising funds and awareness for the Susquehannock Wildlife Society. The trail race includes wooden participant medals, costume prizes, and an after party with live music.
Multirace trail event at Piney Run Park on April 17, 2027 offering 50K, 25K, a 5 Miler and an 8 Hour Challenge with looped course, aid stations, and awards.
May 2027
10K, 5K and a free kids trail run at Kelly's Run Nature Preserve on May 15, 2027, organized by Every Mountain Outdoors and RunPA.
September 2027
A technical 10 mile trail run in Holtwood PA on rocky, hilly terrain with aid stations, chip timing and a strict 2.5 hour cutoff at the Mile 7 aid station.
October 2027
Loop trail races at Glenroy Preserve offering 5 mile, 25K, and 50K distances with mixed terrain, creek crossings, four aid stations, and post-race food and drink.
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