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Trail Running Calendar near Prince Frederick 2026-2027

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Explore the top trail runs near Prince Frederick 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.

Trail Running Calendar United States
August 2026
Aug
29
Sa

Muddy Dash - Maryland

Obstacle Run 5 km
A 5K mud run at Budds Creek Motocross Park with obstacles, mud pits, a pre-party, and an after-party featuring music, food, and drinks.
September 2026
Sep
19
Sa

Run the Vineyards - Running Hare 5K

Road Race Trail Run 3 mi
Sip and Stride 5K is a chip timed run and walk through Running Hare Vineyard in Prince Frederick, Maryland on September 19, 2026. Entry includes a shirt option, a drink ticket for 21 plus, and a finisher medal.
October 2026
Oct
11
Su

Run the Vineyards - Running Hare 5K

Road Race Trail Run 5 km
A chip timed 5K at Running Hare Vineyard on October 11, 2026 with a scenic course, post race music, food vendors, and a complimentary drink for participants 21 and over.
November 2026
Nov
7
Sa

Jug Bay Run/Walk for Wildlife

Road Race Trail Run 5 km 10 km
Benefit run and walk along the Patuxent River with certified 10K and 5K courses plus a 3K fun walk, with proceeds funding conservation and research.
Nov
14
Sa

Rosaryville Veterans Day Trail Race

Trail Run 20 km 50 km
Trail races of 50K and 20K at Rosaryville State Park near Upper Marlboro MD on wooded single track loops with aid stations, drop bags, and postrace food and fires.
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