Trail Running Calendar Canada 2026-2027
Explore the best trail runs in Canada for 2026-2027! Our updated list features 432 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
Cross-country races at Old Lennoxville Golf Club offering 1 km, 3 km and 6 km courses with prizes for the 3 km and 6 km events.
Flyin' Nutz is a 10.4K season end race in St. Margaret's Bay listed on Nova Scotia Trail Running's 2026 calendar.
Provincial cross country championships in Fredericton on November 8, 2026 with online registration, category fees, and course map and meet info available.
An 11 km T'Railway trail race on November 11, 2025, sanctioned by the NLAA and limited to 200 runners. Finishers receive a commemorative medal and net proceeds go to the Poppy Fund.
Winter trail races in Lower Seymour Conservation Reserve with 12K, 19.5K and 25K on groomed and technical trails, stocked aid stations, and a local food drive.
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.
Muddy 2 km and 5 km fun runs on Bowen Island with forest obstacles, costumes, prizes and proceeds supporting Island Pacific School bursaries.
A multi-distance trail event at Batawa Ski Hill on November 15, 2026 featuring mixed terrain, aid stations, cupless support, medals and a kids 1 km race.
A free, unsupported trail half marathon in Winnipeg along the Red and Seine rivers covering 21.1 km and starting and ending at The Forks.
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.
A 24 hour community relay at Stratford Education and Recreation Centre where participants run a 2 km loop each hour to raise funds for youth experiencing homelessness, aiming for $35,000.
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.
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.
Annual cross-country at South Edworthy Park, part of the Calgary Roadrunners Grand Prix Series. Expect late-season trail conditions and choose from 1 km, 4 km, or 8 km, with a post-race soup social at the seniors centre.
Indoor ultra marathon in Regina offering 3, 6 and 12 hour events using marbles for lap counting; proceeds support CMHA Regina Branch.
National cross country championships in Quebec on 28 and 29 November 2026 featuring age-category races, a Para division, masters events, relays and community races.
December 2026
Teams of six to twelve relay for 24 hours in ski, snowboard, alpine hiking, walking or running while raising funds for five foundations supporting children.
A community cross country event through Bowmont Park with options for children and adults, timed races, and a post race meal at the Silver Springs Community Association. Festive outfits are common and winter footing is expected.
A not competitive holiday challenge in Vancouver where teams of four navigate False Creek, complete 12 festive challenges, collect stamps and finish with a Secret Santa.
Trail race at Marydale Park offering Full, Half, Quarter and relay formats based on the winter solstice, with aid station, finisher medal and charity support.