Trail Running Calendar Ontario 2026-2027

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.

Trail event in St. Catharines on June 6, 2026 offering a 21.1 km half marathon and a 7 km trail race on a historic route that includes Merritt Trail, 12 Mile Creek Trail and Hydro Hill, supporting 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.

CMHA Peel Dufferin's fundraising event in Caledon East features 25, 50 and 100 km cycling routes plus 5K and 10K trail options. Registration includes a jersey or t shirt, food and a free on site celebration with entertainment.

A community fun run on the Blackburn Funfair grounds on Sunday, June 7. Features 1 km and 2 km cross country routes, strollers permitted, self timed with finisher medals and post event 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 four date trail series in Ottawa offering an adult 5 km race each date with marked kilometres, marshals and one water station. The series is sanctioned by Athletics Ontario.

A multi day trail event on the Bruce Trail featuring 200 mile, 100 mile, a 72.5 km E2E and a Redemption 100 km option, with fully stocked aid stations, sleep stations and technical singletrack terrain.

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 offering 2, 4 and 6 hour options on a roughly 7 km course. Marked trails, an aid station mid-loop, and a cup less setup with hydration refills.

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.

Trail event at Earl Rowe Provincial Park offering loop distances from 6K to 62K, cup-free aid stations, drop bags and finisher swag; proceeds support Procyon Wildlife.

Cannonball Crush is a 5K obstacle race at Fort Henry with over 20 modern and historically themed obstacles. Open to ages 13 and up, it offers solo and team categories with team awards based on the top four times.

A track ultra at Russell High School on June 13, 2026 featuring two six hour sessions and a Sunrise to Sunset option with official lap counting, aid stations, crew spaces and awards including a custom buckle for 100 mile finishers.

Trail 5 km and 10 km races in Ottawa with official timing, awards and snacks. A portion of registration proceeds supports OrKidstra to help children access music programs.

A commemorative run in Niagara-on-the-Lake honoring General Józef Haller and the Blue Army, with a 1 km kids race, 5 km family and run/walk events, and a 10 km open race. The out and back course follows the Niagara Parkway Recreational Trai..

A checkpoint-style trail race in Toronto on June 13, 2026, organized by Slowpokes with The North Face, featuring an approximately 10-15 km route, checkpoint navigation, and a morning post-race party with coffee, food, DJs and prizes.

Trail running event in Roseneath on June 14 2026 offering four route choices from a timed 3 km loop to a 24.6 km combined route. The event is self supported with aid available at the start area.

Two trail-and-road runs in Uxbridge : 10 km and 5 km : starting and finishing at Elgin Park. A fundraiser for the new Uxbridge Hospital, with online registration open Feb 1 to June 10, 2026.

Trail running event at Trail Hub in Uxbridge offering multiple distances from 50 km down to a 1 km kids run. The event features marked trails, aid stations and environmental giving with a cup free policy.