Trail Running Calendar Ontario 2025-2026

We have found 53 Trailruns in Ontario. Check below where and when you can find the races.

Take on winter trail running at Polar Paws 2026, with 5k, 10k and 25k loops along Lake Erie plus dog only 5k and 10k races and a lively post race hub. Proceeds benefit the Simcoe District Humane Society.

Join the Dion Mighty Chickadee Snowshoe Race on January 17 at Cold Creek Conservation Area for a scenic 6.5 km through forest and meadows with a few long climbs. Limited to 60 racers, this series stop wraps up with chili, awards and prize d..

February 2026

Experience the Kawartha Lakes Winter Festival at Eganridge Resort with snowshoe and trail runs from family 1k to 10k, including the Snowshoe Canada national championship. Finishers get medals, swag and hot lunch while the afternoon brings f..

April 2026

Run the rugged Caledon Hills on the Caledon Crusher, a technical Bruce Trail race with sustained climbs and singletrack. Choose 25k, 50k or the epic 72k for scenic, challenging trail running.

Run scenic rail trail through Dundas Valley Conservation Area with 5, 10, 25, and 50 km options. Chip timing, finisher medals, and a charity fundraiser for Melanoma Canada make this spring race a community friendly challenge.

Tackle single track trails and ski hill climbs at Pick Your Poison Trail Run in Copeland Forest near Barrie Ontario. Choose 12.5k, 25k or 50k loops, enjoy three aid stations per loop and help support local charities.

May 2026

Rugged Raccoon Night Race at Wildwood on May 2 offers 10, 25 and 50 km trail runs under the stars. Expect rocky roots, climbs, lake views and muddy trails plus full aid stations and a finisher medal.

Join the 5 Peaks Trail Running Series at Kelso Conservation Area on May 2, 2026 for trail runs from a fun 1 km kids race to a challenging 21 km grit course. Scenic singletrack and options for all abilities make it a great spring outing.

Take on rugged trails at the GEI Pure Grit Trail Race in Wiarton, with distances from short trails to ultra events. Proceeds support Georgian Bay Nordic youth cross country racers and the race is part of the Ontario trail series.

Race the Seaton Scramble on May 9, 2026 in Pickering along scenic single and double track trails with creek crossings, stairs, hills and viewpoints. Distances from a 1K kids run to a double loop 50K support Lakeridge Health Foundation.

The First Hour : event details The First Hour is the first event in the Happy Hour Friday Night Series. It takes place on May 15, 2026, at Goodrich-Loomis Conservation Area in Castleton, Ontario. The event is organized by Dirty Soles Trail..

Sulphur Springs Trail Race in Dundas Valley, Hamilton on May 23 and 24 offers looped 20K terrain with distances from 10K to 100 miles plus team relays. Rugged trails, big climbs, and crew access make for a classic spring ultra.

Join Tails on Trails at Bechtel Park to support the Humane Society of Kitchener Waterloo and Stratford Perth. Choose a 2.5 km loop, a 5 km challenge or a pup run and help raise funds for local pets.

Experience rugged single track trails at Great Mansfield Outdoors on May 30 2026 with looped 25 km courses for distances from 5 km to epic 100 km. Scenic forest terrain, full aid stations and camping make it a perfect trail running getaway.

June 2026

Run the 5 Peaks trail race at scenic Crawford Lake with distances from 1 km kids races to an 18 km challenge. Enjoy forest trails, reconstructed Indigenous longhouses and a welcoming community of spectators and volunteers.

Challenge yourself on the Boomerang Trail Run, looping a rugged 7+ km course at Batawa Ski Hill with 2, 4 or 6 hour options. Hilly, technical trails, on course aid, race swag and a finisher medal.

Run scenic trails in Northumberland Forest with options from short loops to the 24.6 km Full Gump. Limited to 100 runners, this self supported event supports St John Ambulance and offers T shirt orders by April.

Run Uxbridge offers scenic trail and road 10K, 5K and 1 km kids dash starting and finishing at Elgin Park in Uxbridge, Ontario. Enjoy a community race with age category awards and support for the Uxbridge Hospital Auxiliary.

The Whole Enchilada in Uxbridge invites trail lovers to tackle scenic, technical routes through Durham Forest with steep climbs and thrilling descents. Distances from 1 km fun runs to a challenging 50 km mean something for every runner, wit..

Celebrate the solstice at Marydale Park on June 20, 2026 with the Sunburn Solstice Trail Run, a time based 15:23 challenge on scenic 3.7 km loops through trees and fields. Solo runners or teams up to five earn a finisher medal and tee.