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Trail Running Calendar near Mechanicsville 2026-2027

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Explore the top trail runs near Mechanicsville for 2026-2027! We've gathered 11 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
A benefit run and walk along the Patuxent River supporting conservation, with USATF-certified 5K and 10K courses and a 3K fun walk.
Trail and virtual runs at Valor Ranch in King George VA featuring timed 10K and 5K events, a 10K ruck, a 1 mile fun run, and 100 percent of proceeds supporting Valor Ranch charitable programs.
50K and 20K trail races on largely single track loops through Rosaryville State Park near Upper Marlboro, MD, organized by Annapolis Striders.
January 2027
Experience a scenic out and back half marathon on the flat and smooth Dahlgren Railroad Heritage Trail. Enjoy a unique post race campfire with roasted donuts and earn a custom finisher medal.
February 2027
Loop trail races at Saint Marys Lake near Leonardtown MD offering 17K 34K and 50K options with staffed aid stations and a 100 participant limit.
March 2027
A St. Paddy's Day themed 5K and 1 Mile walk at Creekside Farm Brewery in King George, VA, with music, awards, and finisher shirt and pint glass.
April 2027
A 14 mile untimed point to point trail run along the Dahlgren Railroad Heritage Trail that starts at one Sheetz and finishes at another. The event features unusual aid station snacks and practical finisher swag.
Runs through 50 acres of vineyards at Ingleside Vineyards with 5K and 8K chip timed courses, plus post race wine and live music.
A chip timed 5K run/walk at Corteau Vineyards on a two lap grass course through the vines, with race swag, a wine pour and proceeds supporting ZERO Prostate Cancer.
May 2027
Chip-timed 5K at Running Hare Vineyards with post-race wine, live music, shirts and finisher glass; walkers and children are welcome.
August 2027
Trail races on the Dahlgren Railroad Heritage Trail in King George VA, with a 50K and a half marathon plus finisher shirts and medals.
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