Woodbridge
Trail Running Calendar near Woodbridge 2026-2027
Explore the top trail runs near Woodbridge for 2026-2027! We've gathered 12 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Backyard Ultra at Woodbine Beach Park with 6.71 km loops, an hourly elimination format, a 15-hour endurance option, and a one-Yard community waterfront run.
A 5K trail run and hike meeting at the lululemon Fairview Mall store, covering a nearby trail and returning to the store in a two hour in person session.
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.
Cross country races in Aurora, Ontario on September 27, 2026 offering 4 km, 2 km and 1 km races with online registration and non refundable fees.
October 2026
A cross-country prep meet at Sunnybrook Park, Toronto on October 11, 2026, featuring 3 km and 5 km races plus a Rising Stars Finale for U8–U12, open to all.
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.
A cross-country meet at Sunnybrook Park in Toronto offering 6 km and 8 km looped races, open to athletes with or without provincial membership.
November 2026
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.
