Trail Running Calendar Ontario 2026-2027

A three-hour in-person trail outing at 600 Hog's Back Road in Ottawa, organized by Jeunesse Bamileke Ontario on May 24, 2026. Free entry with options to arrive by car, public transport, bike or on foot.

Trail running event in Thunder Bay on May 26, 2026 with on-site cash payment and bib pickup. Entry is $10 per person or $30 per family, and a free kids mini fun run follows the main event.

Tails on Trails 2026 is a community fundraising run at Bechtel Park in Waterloo supporting the Humane Society of Kitchener Waterloo and Stratford Perth. Events include a chip timed 5 km, a 2.5 km fun run or walk and a 200 m pup run.

Trail races from 5 km to a new 100 km solo or relay at Mansfield Outdoor Centre, with cupless aid stations, on-site camping and race services.

A Backyard Ultra in Midland where runners complete a 6.706 km loop each hour until only one runner remains. Finishers earn handcrafted wooden medals and event swag is offered to registrants.

A 100 miles ultradistance route that circles the City of Hamilton starting in Carlisle. Finish the whole route within 40 hours for a gold buckle or spread the distance across June to earn a pewter buckle.

Multiple loop running options and duathlon formats start and finish at Vista Hills Public School on May 30, 2026. Courses run on open roads and results use Strava segment times and finish times.

A 5 Peaks Ontario race at Crawford Lake Conservation Area offering multiple distances, Indigenous Longhouses on site, cup free support, and on course aid stations with specific safety rules.

A 38th annual trail event in St. Catharines featuring a 21.1 km half marathon and a 7 km trail race with limited fields. The routes include the 12 Mile Creek Trail and Hydro Hill and support the Niagara Rankin Cancer Run.

Community trail race in Streetsville along tree covered river paths. Offers a 1 km fun run for families and a chip timed 5 km; proceeds partly support Camp Wanago and an optional technical race shirt is available.

Hope in Motion 2026 in Caledon East offers cycling routes and 5 km and 10 km trails for walking, running, or rolling while raising funds for CMHA Peel Dufferin mental health and addictions services.

Community fun run at Blackburn FunFair in Gloucester offering 1 km and 2 km cross country routes with medals, ribbons, marshals and post run refreshments.

Trail running event in Thunder Bay on June 9, 2026 with cash entry fees of $10 per person or $30 per family. Number pickup is onsite in the evening and a free Kids Mini Fun Run follows the main event.

A multi-distance trail event on the Bruce Trail offering 200 miles, a point to point 100 miles and a 72.5 km E2E, with white-blaze navigation, many aid stations and substantial elevation gain.

A six date summer series of flagged trail runs, hikes and walks in The Blue Mountains with season and single event options, social meetups, Strava challenges and fundraising for local trail organizations.

A looped trail event at Batawa Ski Hill where runners repeat a 7 km+ circuit for 2, 4 or 6 hours. The marked course has varied terrain and an aid station on each lap; the event is cup-less.

Trail running on a 7 km loop around Duchesnay Falls with 7 km, 14 km, half marathon and a roughly 2 km kids course. Aid stations, bag drop, medals for finishers and a cup-free waste policy.

A trail race at Earl Rowe Provincial Park on June 13 2026 offering distances from 6K to 62K plus a Canadian virtual option. Mostly flat 12K loop, aid stations, cup free policy and a custom finisher medal.

A 5 km obstacle course at Fort Henry featuring over 20 modern and historical obstacles. Open to ages 13 and up with solo and team options plus on site water stations and accessible facilities.

A track ultra on June 13, 2026 at Russell High School offering sunrise-to-sunset, timed sessions and relay options, official lap counting, on-course aid and distance recording up to 100 miles.