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Trail Running Calendar near Fairfax 2026-2027

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

August 2026
Aug
29
Sa

Citizens Run 5K - Essex

Trail Run 5 km
Aug
30
Su

Race to the Top of Vermont

Trail Run 4 mi
September 2026
Sep
1
Tu

Catamount Weekly Trail Running Race

Trail Run 3 km 5 km 10 km
Sep
27
Su

Hit the Trail

Trail Run 5 km
Sep
27
Su

Shelburne Farms 5K

Trail Run 3 mi
Monthly updates for Fairfax

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October 2026
Oct
3
Sa

Fall Farm Fest 5K

Road Race Trail Run 5 km
Oct
3
Sa

Elmore Mountain 10k

Trail Run 10 km
Oct
17
Sa

Trapp Lodge Mountain Marathon

Trail Run 13 mi 26 mi
Oct
18
Su

Mansfield Uphill

Trail Run 2 mi
Oct
25
Su

Ghostly Gallop Trail 5K

Trail Run 5 km
Oct
31
Sa

RutFest

Trail Run 3 mi 4 mi
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