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Trail Running Calendar near Stevensville 2026-2027

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Explore the top trail runs near Stevensville for 2026-2027! We've gathered 8 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 trail 25K in Queen Anne, MD on Nov 21, 2026 featuring mostly single-track terrain, three aid stations, and awards for the top three men and women.
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
Eight hour trail endurance race at Terrapin Nature Park where each 2.8 mile lap fills a participant stocking with surprises and top finishers earn awards.
A 15K trail race at Quiet Waters Park in Annapolis on December 13, 2026, part of the Championship Series with special rates for Striders members and race day registration.
January 2027
Gravel-trail 5K and 10K at Terrapin Nature Park on January 23, 2027, with chip timing, water views, series points, and a post-race drink at Cult Classic Brewing.
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.
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.
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