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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 24 exciting races across the region. Find your next race in Vermont below and join the running community at these great events!

February 2026
Feb
7
Sa

Millstone Madness Snowshoe Race

Trail Run 3 mi
April 2026
Apr
11
Sa

Runamuck 50k

Trail Run 50 km
May 2026
May
3
Su

Sleepy Hollow Mtn Race at Cochran's

Trail Run 10 km
May
21-31
Th - Su

Infinitus - Ripton

Trail Run 9 mi Marathon ... 250 mi 888 km
June 2026
Jun
6
Sa

Race to the Top of Bradford

Trail Run 2 mi 5 km
Jun
20
Sa

Catamount Ultra

Trail Run 25 km 50 km
Jun
27
Sa

Cirque Series - Killington

Trail Run 8 mi
July 2026
Jul
4
Sa

Harry Corrow Freedom Run

Trail Run 2 mi 5 km ... 10 mi 13 mi
Jul
11
Sa

Goshen Gallop

Trail Run 5 km 10 km
Jul
17-19
Fr - Su

Vermont 100 Endurance Race

Trail Run 100 km 100 mi
Jul
18
Sa

The Aliza Lapierre Fan Club Trail Race

Trail Run 26 km 50 km
August 2026
Aug
1
Sa

Moosalamoo Ultra

Trail Run 14 mi 36 mi
Aug
8
Sa

Slate Valley Scramble

Trail Run 8 km 13 mi
Aug
8
Sa

Lover's Lane - Chester, VT

Trail Run 6 hr 12 hr
Aug
16-23
Su

Mozo Double up

Trail Run 11 mi
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
20
Su

Tam Trek

Trail Run 2 mi 5 km 10 km 19 mi
Sep
26
Sa

Westmore Mountain Challenge

Trail Run 20 mi 26 mi
Sep
27
Su

Vermont 50 Ultra Run

Trail Run 50 km 50 mi