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Trail Running Calendar near Alliston 2026-2027

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Explore the top trail runs near Alliston for 2026-2027! We've gathered 11 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Aug
22
Sa

Mud Hero Toronto

Obstacle Run 6 km
A mud and obstacle run at Albion Hills with a 6 km course, finisher medal, live DJ and food trucks. An all day pass lets participants run multiple times and the event is open to ages 12 and up.
Aug
29
Sa

24 Hour to Empower Running Challenge

Backyard Ultra 5 km 120 km
24 Hour To Empower in Barrie features 5 km loops each hour for 24 hours to reach 120 km while raising funds for the Women & Children's Shelter of Barrie.
September 2026
Sep
5
Sa

5 Peaks - Albion Hills

Trail Run Walk 8 km 15 km 23 km
Trail running at Albion Hills with three course distances, on-course aid, riverside camping and pool facilities.
Sep
26
Sa

The Tail Chaser

Backyard Ultra
Loop-format event at Albion Hills featuring 24-hour, 2-person relay, 12-hour and 6-hour options on two 6.7 km loops.
October 2026
Oct
17
Sa

Creemore Vertical Challenge

Trail Run 14 km 28 km 55 km 80 km
A mixed gravel road and trail loop in Creemore offering 14K, 27.5K, 55K and 80K/50M options with multiple laps, aid stations, finish items, and photography provided after the race.
Oct
31
Sa

Horseshoe Valley Hustle

Trail Run Walk 5 km 10 km
Trail races and an 8 hour endurance challenge at Horseshoe Valley Resort on October 31, 2026, featuring a 5 km loop, aid station and resort amenities.
November 2026
Nov
28
Sa

Chill Session

Trail Run 5 km 10 km
Trail event at Mansfield Outdoor Centre offering 10 km, 5 km and a 1 km kids race, with hoodies, medals, chili and beer for adult distances. Cup free, on course aid and meals in the cafe, registration closes November 1 2026.
February 2027
Feb
27
Sa

Polar Rush

Race Roster Obstacle Run 6 km
A winter obstacle race at Albion Hills with a snowy 5-6 km course and 14 obstacles, finish-line hot chocolate and a metal finisher medal. Family discounts apply and a Polar Rush buff is included.
Polar Rush
April 2027
Apr
10
Sa

Caledon Crusher

Trail Run 27 km 50 km 72 km
Trail event on the Caledon Hills Bruce Trail with 27 km, 50 km and 72 km End to End options, aid stations and mandatory gear for longer distances.
Apr
24
Sa

Pick Your Poison Trail Run

Trail Run 13 km 25 km 50 km
A spring trail race in Copeland Forest near Barrie Ontario on April 24 2027 offering 12.5k 25k and 50k looped options. The not for profit event supports mental health awareness and limits entries to 450 runners.
July 2027
Jul
10-12
Sa - Mo

Utopia Backyard Ultra

Backyard Ultra 7 km
Utopia Backyard Ultra at Tiffin Centre: one 6.7056 km loop every hour, with Backyard 6, Backyard 12 or the Full BYU formats until one finisher remains.
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