Vermont Trail Running Calendar 2025-2026

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Explore the best trail runs in Vermont for 2025-2026! Our updated list features 72 exciting races across the region. Find your next race in Vermont below and join the running community at these great events!

October 2025
Oct
18
Saturday

Trapp Lodge Mountain Marathon

Trail Run 13 mi 26 mi
Oct
19
Sunday

Champlain Islands Marathon

13 mi 26 mi
Oct
19
Sunday

Champlain Islands Marathon and Half Marathon

13 mi 26 mi
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
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

10 km 13 mi ... 100 km 100 mi
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