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Vermont Trail Running Calendar 2026-2027

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Monthly updates for Vermont

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

Explore the best trail runs in Vermont for 2026-2027! Our updated list features 37 exciting races across the region. Find your next race in Vermont below and join the running community at these great events!

September 2026
Sep
20
Su

The Mountain Goat Trail Run

Trail Run 9 mi
Sep
26
Sa

Westmore Mountain Challenge

Trail Run Walk 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 Walk 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
10-11
Sa - Su

Devil's Den Ultra

Trail Run 6 mi
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 Walk
May 2027
May
20-30
Th - Su

Infinitus - Ripton

Trail Run 9 mi Marathon ... 422 km 888 km
June 2027
Jun
23-26
We - Sa

Bloodroot Ultra

Trail Run 10 mi 50 km ... 100 mi 200 mi
July 2027
Jul
4
Su

Rochester 5K Trail Run/Walk

Trail Run Walk 5 km
Jul
9-10
Fr - Sa

Ragnar Trail Vermont

Trail Run 15 mi 30 mi
Jul
16-18
Fr - Su

Vermont 100 Endurance Race

Trail Run 100 km 100 mi
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