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Trail Running Calendar near Four Corners 2026-2027

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Explore the top trail runs near Four Corners for 2026-2027! We've gathered 22 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
May
8
Sa

Run for the Trees Jeannette Genius McKean Memorial 5K

Road Race Trail Run Walk 5 km
A point to point 5K in Winter Park with a final mile on a tree canopied dirt road, event swag, reusable-cup hydration options, and a tree sapling for in-person finishers.
June 2027
Jun
26-27
Sa - Su

Independence Double

Urban Trail 5 km 10 km ... 26 mi 50 km
Two-day running event on June 26 and June 27, 2027 at Cady Way Trail Head in Winter Park, FL. Distances range from 5K to 50K on flat, looped paved trails with a pavilion aid station and hand timing.
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