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Trail Running Calendar near Queen Anne 2026-2027

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Explore the top trail runs near Queen Anne for 2026-2027! We've gathered 5 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Aug
8
Sa

Murderkill Ultramarathon

Trail Run 50 km 50 mi
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.
November 2026
Nov
21
Sa

The Tuckahoe 25K

Trail Run 25 km
A 25K trail race in Queen Anne, MD on November 21, 2026 featuring single-track and horse trails, three aid stations, and awards for top finishers.
Nov
28
Sa

Milford Cross Country Booster Reindeer Stampede 5k

Trail Run Walk 5 km
A community 5k run/walk and a separate competitive walking 5k at Killens Pond State Park on November 28, 2026. The event supports Milford High School Cross Country and features chip timing, awards, shirts, and post race refreshments.
December 2026
Dec
6
Su

Stocking Suffer 8-Hour Endurance Run

Backyard Ultra
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.
January 2027
Jan
23
Sa

Terrapin Cult Classic 5K & 10K

Road Race Trail Run 5 km 10 km
Scenic 5K and 10K in Stevensville, MD on January 23, 2027 with forest and sandy sections and a post race gathering at Cult Classic Brewing.
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