Trail Running Calendar Canada 2026-2027
Explore the best trail runs in Canada for 2026-2027! Our updated list features 405 exciting trail runs across the country. Find your next trail run in Canada below and join the trail community at these great events!
November 2026
Trail run at Kamview Chalet in Thunder Bay with on site cash registration, a $10 per person fee and no official timing.
An 11 km trail race on November 11, 2026 along the T’Railway that awards a commemorative finisher medal and donates net proceeds to the Poppy Fund.
A four-lap trail relay at Thetis Lake Park on Remembrance Day where teams run sequential 5 km laps across age and team categories.
A two hour charity loop at Coronation Park on November 11 where a $10 minimum donation and each lap support Ubuntu Community Network and 50 prize giveaways.
Winter trail race on North Shore trails offering 12K, 20K and 25K routes with technical and groomed sections, aid stations and a food bank fundraiser.
Climb the CN Tower's 1,776 steps on November 14 and 15, 2026 to raise funds for United Way work across Peel, Toronto and York Region.
Bowen Mudder offers 2K and 5K mud-obstacle runs at Island Pacific School on Bowen Island with forest terrain, costumes, waves, prizes and fundraising for the school bursary fund.
Orienteering at McDonald Park in Waverley on November 14, 2026 where participants navigate with a map and compass to find checkpoints; further details to be determined.
Community fundraising race in Edmonton on November 14, 2026 collecting warm winter items for people experiencing houselessness, with 21K, 10K, 5K and virtual options.
Two orienteering races on 14 November 2026 at Breithaupt Park and Bechtel Woods with separate O-CUP points and limited race-day entries.
A community fun run in an orchard on November 14, 2026 with a 5 km option, apples and a fizzy mocktail, proceeds support Blooming House Women’s Shelter.
Trail running at Batawa Ski Hill on November 15, 2026 with multiple distances from a 1 km kids race to a 50 km course, aid stations and handmade medals.
Provincial cross country championships at Malden Park in Windsor on November 15, 2026 with published registration tiers, course preview and technical rules.
A cross-country event at Clearbrook Park with a spike-friendly 6.2 km course plus youth 4.0 km and 2.0 km races as part of the 2026 Lower Mainland series.
Repeated one mile loops at Christie Pits Park with shrinking time limits, free entry and limited space; the format removes slower runners as limits tighten.
An unsanctioned, community grocery run in teams of two around downtown Victoria with HOKA prizes and proceeds supporting the Soup Kitchen.
Free, low-key 21.1 km trail half marathon in Winnipeg along the Red and Seine rivers on Saturday November 21, 2026, with no support and recommended headlamps.
Two days of orienteering in the Waterdown area with a Mount Nemo Classic, a fast sprint at Joe Sams Park, and an Ontario Cup finale at Rockcliffe Trails.
24 hour community relay in Stratford where participants run a 2 km loop each hour to raise funds for Shelterlink Youth Services with a CA$35,000 goal.
A 55 km, five-loop trail ultra at Chickakoo Lake on November 21, 2026, with solo and relay options, technical single-track and limited field sizes.