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Trail Running Calendar near Winchester 2025-2026

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Explore the top trail runs near Winchester for 2025-2026! We've gathered 65 exciting races in the area. Check out our detailed list below to find your next local race.

January 2026
Jan
25
Sunday

The Stonehenge Stomp

Trail Run 5 km 10 km ... 30 km 40 km
February 2026
Feb
7-8
Sa - Su

Pilgrim Challenge

Trail Run 66 mi
Feb
7
Saturday

Hibernal Hills 50 Miles

Trail Run 50 km 50 mi
Feb
14-15
Sa - Su

Xterra Matterley

Trail Run 7 km 14 km 21 km
Feb
22
Sunday

BigMud Trails (EARTH)

Trail Run 16 mi 26 mi
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