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Trail Running Calendar near Burlington 2026-2027

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Explore the top trail runs near Burlington for 2026-2027! We've gathered 14 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Sep
16
We

Hustle the Trails with New Balance - West

Trail Run
Guided trail miles, New Balance Hierro v9 demos, and draw prizes at Sulphur Springs, Ancaster, on September 16, with free admission.
Sep
19
Sa

Kelso Ascension Challenge

Trail Run Backyard Ultra 5 km
Timed-loop endurance trail running at Kelso Conservation Area on September 19 2026 with multiple race formats, aid stations and chip timing.
Sep
27
Su

Albion Ascent Trail Race

Trail Run 5 km 10 km Half Marathon
Chip-timed urban trail races in Hamilton on September 27, 2026, with 5 km, 10 km, 21 km and kids races through King's Forest and the Bruce Trail.
Sep
27
Su

Pace for the Donkeys 5K Trail Run

Trail Run 5 km
Charity trail event at the Donkey Sanctuary of Canada in Puslinch, offering a 5K trail run and a 1K route while raising funds for sanctuary care.
Sep
27
Su

Traverse the Valley

Trail Run 5 km 10 km
An on trail point to point race in Dundas on September 27, 2026 offering approximate 10 km and 5 km options with map navigation and checkpoints.
October 2026
Oct
10
Sa

Sticks N' Stones Trail Race

Trail Run 5 km 11 km 27 km 53 km
Looped trail races at Christie Lake with distances from 5k to 53 km, cup-less aid stations, Athletics Ontario sanction, and support for Oceana Canada.
Oct
24
Sa

The Lost Valley Trail Race

Trail Run 10 km 25 km
Point to point trail races of 10 km and 25 km along the Iroquoia section of the Bruce Trail finishing at Dundas Valley Conservation Area with aid stations and race kit.
Oct
25
Su

Raid the Hammer

Trail Run 15 km 25 km
Raid the Hammer is a point to point adventure run in Waterdown featuring trail running and navigation for teams of two or three.
November 2026
Nov
7
Sa

The Beav Trail Race

Trail Run 10 km 25 km 50 km
Trail races at Hilton Falls with 10 km, 25 km and 50 km options on mixed groomed and technical trails, sanctioned by Athletics Ontario and supporting MedVents.
Nov
7
Sa

Oakville Remembrance Trail Run

Trail Run 5 km 11 km
An annual Lions Valley trail run on Saturday November 7, 2026 honoring veterans and raising funds for Wounded Warriors Canada, with 5 km and 11 km options.
Nov
7
Sa

Murphy's Mission

Trail Run 5 km 10 km
Trail canicross and human 5 km and 10 km events at Christie Lake supporting Hamilton Animal Services adoption program.
Nov
21-22
Sa - Su

Golden Leaf Orienteering Fest

Trail Run Urban Trail
A two day orienteering weekend in the Golden Horseshoe on November 21 22 2026 with Classic, Sprint and Ontario Cup mass start races plus a Saturday social.
December 2026
Dec
19
Sa

The Frostbite Solstice Trail Race

Trail Run
Trail race at Marydale Park on December 19, 2026 with looped, time-based events, relay teams, aid station service, medal and crewneck, supporting Hamilton Out Of The Cold.
May 2027
May
22
Sa

Sulphur Springs Trail Race

Trail Run 10 km 20 km ... 100 km 161 km
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