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Trail Running Calendar near Great Barrington 2025-2026

Explore the top trail runs near Great Barrington for 2025-2026! We've gathered 7 exciting races in the area. Check out our detailed list below to find your next local race.

October 2025
Oct
18
Saturday

The Little Guild Run & Wag 5K

5 km
December 2025
Dec
13
Saturday

North Canaan Santa Chase 5K

5 km
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