Ontario
Trail Running Calendar Ontario 2026-2027
Explore the best trail runs in Ontario for 2026-2027! Our updated list features 108 exciting trail runs across the region. Find your next trail run in Ontario below and join the trail community at these great events!
August 2026
A 2026 Wednesday Park Series organized by the Toronto Orienteering Club with online registration via Zone4 closing Aug 25 at 23:59 ET.
An obstacle race in Cloyne Ontario on August 29 2026 featuring a 3 km loop, a kids challenge and a 2 hour Endure to complete as many loops as possible. The event includes a festival area, food vendors and cash prizes.
24 Hour To Empower in Barrie features 5 km loops each hour for 24 hours to reach 120 km while raising funds for the Women & Children's Shelter of Barrie.
Family fitness event at Malden Park on August 29, 2026 featuring varied terrain obstacles, medals for participants, and a welcome for family dogs.
A 5K foam run at Dagmar Ski Resort with 25+ obstacles, large foam zones, a free Kids Fun Zone, food vendors and a live DJ across two days in August 2026.
Trail event in Exeter, Ontario featuring an 8K run and a 3.25K run/walk across multiple bridges; proceeds support Friends of the Trail.
A 3 hour urban adventure run in Hamilton for teams of two navigating to scored checkpoints using maps and a smartphone app while remaining on foot and self supported.
September 2026
Trail running event in Thunder Bay organized by Thunder Bay Nordic Trails and Fresh Air, with cash-on-site entry and on-site number pick-up. A free Kids Mini Fun Run follows the main race.
Trail running at Albion Hills Conservation Area on September 5, 2026 with Sport, Enduro and Grit course options plus timed kids races and published CAD fees with taxes.
Trail running at Albion Hills with three course distances, on-course aid, riverside camping and pool facilities.
Trail races at Camp Fortune on September 6 2026, offering 20K (UTMB Index), 10K, 5K and a 2K kids race on technical Gatineau Park singletrack.
The Haliburton Forest Trail Race marks its 33rd year in 2026. Participants can run distances from 12K to 100 miles on the rugged, wooded trails of a private forest reserve.
Trail race weekend in Tobermory on September 12 and 13 2026 offering distances from 5 km to 42 km and a boat transfer for the 5k.
Races along Lake Nipissing on September 12, 2026: 5k, 10k, 21.1 km and a free 1 mile kids race, with donations to YMCA Fill The Bus.
Obstacle mud run at Gopher Dunes on September 12, 2026 offering 15K and 5K courses, finisher medals, shirts, headbands and a spectator village.
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 survival-style family obstacle challenge in Mississauga for adults, children and dogs at Paramount Fine Foods Centre on September 12, 2026.
Obstacle course races at Gopher Dunes in Courtland ON on September 13 2026 with a 5 km sprint of 20 obstacles and a 10 km super of 25 obstacles.
A chip timed two loop trail 5k at Bechtel Park in Waterloo on September 13, 2026, with reusable chips, no swag, and free entry for Run Waterloo members.