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Trail Running Calendar near Bramalea 2026-2027

Explore the top trail runs near Bramalea for 2026-2027! We've gathered 10 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Timed-loop trail event at Kelso Conservation Area on September 19, 2026, with options from a 1 hour 2 km loop to 6 hour relays and a children's race.
A 10th anniversary 5 km bootcamp-style obstacle run at Chinguacousy Park with supervised stations, a free Fan Zone for kids and citywide try-it demonstrations.
October 2026
Trail running at Heart Lake Conservation Park with distances from 3 km to 22.5 km, maps, aid stations, a cup free policy and onsite facilities.
Charity trail event in Vaughan on October 18, 2026 featuring 10K, 5K and 2K distances supporting SickKids and student scholarships.
Nighttime cyclocross-style running at Christie Pits Park with three heats including a 6 km cash race and a 3 km beer lap with prizes.
November 2026
Trail races at Hilton Falls Ontario offering 10 km, 25 km loop and 50 km two loop option with aid stations, apparel and finisher medals.
Second annual Oakville Remembrance Trail Run on November 7, 2026 offers 5 km and 11 km routes in Lions Valley to support Wounded Warriors Canada.
Fundraising climb up the CN Tower's 1,776 steps on November 14 and 15, 2026 to support United Way work in Peel, Toronto and York Region.
January 2027
A 6.5 km snowshoe race at Cold Creek Conservation Area on January 16, 2026 featuring mixed single-track and wide trails, limited snowshoe rentals, and a 60-participant cap.
February 2027
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.
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