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Vermont Trail Running Calendar 2026-2027

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Explore the best trail runs in Vermont for 2026-2027! Our updated list features 32 exciting races across the region. Find your next race in Vermont below and join the running community at these great events!

Trail Running Calendar United States
August 2026
Aug
29
Sa

Citizens Run 5K - Essex

Trail Run 5 km
Aug
30
Su

Triple Dam 10k

Trail Run 10 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
5-6
Sa - Su

Jay Peak Trail Running Festival

Trail Run 5 km 11 mi 22 mi 53 km
Monthly updates for Vermont

Get new running races (and updates) in your inbox every month.
Sep
6
Su

Beat the Manure 5K

Road Race Trail Run 3 mi
Sep
12
Sa

Springfield Dam Run

Trail Run 5 km
Sep
12
Sa

Groton Forest Trail Run

Trail Run 12 km 25 km
Sep
12
Sa

Lucy Mac 5K9

Trail Run 5 km
Sep
20
Su

Tam Trek

Trail Run 2 mi 5 km 10 km 19 mi
Sep
20
Su

The Mountain Goat Trail Run

Trail Run 9 mi
Sep
26
Sa

Westmore Mountain Challenge

Trail Run 12 mi 16 mi 21 mi 26 mi
Sep
26
Sa

Cirque Series - Jay Peak

Trail Run 7 mi
Sep
27
Su

Vermont 50 Ultra Run

Trail Run 50 km 50 mi
Sep
27
Su

Hit the Trail

Trail Run 5 km
Sep
27
Su

Shelburne Farms 5K

Trail Run 3 mi
Sep
27
Su

Paine Mountain Trail Races

Trail Run 6 km 7 mi
October 2026
Oct
3
Sa

CLTA 5K in Memoriam of Major General KO Sanborn

Trail Run 3 mi
Oct
3
Sa

Elmore Mountain 10k

Trail Run 10 km
Oct
10-11
Sa - Su

Devil's Den Ultra

Trail Run 6 mi
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