Vermont Trail Running Calendar 2025-2026

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Explore the best trail runs in Vermont for 2025-2026! Our updated list features 73 exciting races across the region. Find your next race in Vermont below and join the running community at these great events!

October 2025
Oct
19
Sunday

Middlebury Maple Run

5 km 10 km 13 mi
Oct
25
Saturday

Union Bank Field House Half Marathon

5 km 10 km 13 mi
Oct
26
Sunday

Hills Are Alive Cross Country Race

Trail Run 5 km
November 2025
Nov
1-2
Sa - Su

RutFest

Trail Run 4 mi
Nov
8
Saturday

UCS Superhero 5K

5 km
Nov
22
Saturday

Mount Ascutney Vertical Backyard

Backyard Ultra
Nov
27
Thursday

GMAA Turkey Trot

5 km
January 2026
Jan
15-17
Th - Sa

Winter Spartan Death Race

Obstacle Run
Jan
16-17
Fr - Sa

Vermont Spartan Winter 24 Hour Hurricane Heat

Obstacle Run 24 hr
Jan
16-17
Fr - Sa

Snow Devil Snowshoe Race

April 2026
Apr
18
Saturday

Paul Mailman 10 Miler

5 km 10 mi
May 2026
May
6-9
We - Sa

Bloodroot Spartan Ultra

Obstacle Run 10 mi 200 mi
May
21-30
Th - Sa

Infinitus - Ripton

Trail Run 9 mi 888 km
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