Trail Running calendar near Niagara-on-the-Lake 2025-2026

Join Murphy’s Mission on 8 November 2025 at Christie Lake for a scenic 5 km loop trail event raising funds for Hamilton Animal Services. Run or walk with your dog, try canicross teams and enjoy a friendly outdoor day supporting shelter anim..

Oakville Remembrance Trail Run is held at Upper Middle Park in Oakville, Ontario, featuring an 11-kilometer trail course through Lions Valley. Promoted as the first annual event, it aims to honor veterans, first responders, and their famili..

Run the scenic Iroquoia section of the Bruce Trail in Dundas, Ontario, with 10 km or 25 km options. Limited to 150 runners, this point to point race passes waterfalls and escarpment views and includes aid stations for a friendly trail day.

Run or walk the Batavia Turkey Trot 5K on Thanksgiving Day and support Crossroads House. Family and stroller friendly with costume prizes, hot drinks and snacks after the race.

Run the Leftovers Mystery Race in Hamilton, a playful event where you stop at checkpoints to cut mystery images with blunt scissors before moving on. Free entry with a suggested $20 charity donation and distances revealed on race day.

Hit snowy trails at the Golden Spike Trail Race around scenic Crawford Lake in Milton, Ontario on December 6, 2025. Choose 5K, 10K, or 21K and support STAC Hamilton youth programs while enjoying winter forest views and warm aid stations.

Old Man Winter Trail Race at Marjim Manor in Appleton NY on Jan 24, 2026 invites runners to a scenic 3.2 mile loop through orchard and farm trails. Register early for an embroidered hat and enjoy chip timing and on site race gifts.

Run the scenic Hamilton to Brantford rail trail at the Foxtail Rail Trail Race in Dundas Valley on April 18, 2026. Choose 5, 10, 25 or 50 km on a mostly flat, fast out and back course with chip timing and medals.

Join the 5 Peaks Trail Running Series at Kelso Conservation Area in Milton Ontario on May 2, 2026. Distances from a 1 km kids run to a 21 km grit course mean every runner can enjoy scenic trails and friendly race vibes.

Experience historic trails in Dundas Valley at the Sulphur Springs Trail Race on May 23 and 24, 2026, with a challenging 20K loop of rolling hills and steep climbs. Distances range from 10K to 100 miles, plus team relays, and the event is a..

Explore scenic trails at Crawford Lake Conservation Area with the 5 Peaks Trail Running Series on June 6, 2026. Enjoy varied terrain, community spirit and a rewarding outdoor day for runners and nature lovers alike.

Tally in the Valley returns July 25 and 26 2026 at Dundas Valley near Hamilton with scenic 7 km forest loops and rolling hills. Distances run from 7 km to 100 mile with 6, 12 and 24 hour timed options and finishers get buckle or medals.

Run the 5 Peaks Trail Running Series at Area 8 Conservation Area in Milton on September 5, 2026. Enjoy rolling singletrack, friendly competition and scenic views as part of the Ontario West series.

Join the 5 Peaks Trail Running Series at Heart Lake Conservation Area in Brampton on October 3, 2026 for a scenic trail running challenge suitable for all levels. Enjoy varied terrain, great views, and the chance to support local charities.

Join Sticks n' Stones at Christie Lake for rolling dirt loops around the lake with distances from 5k to a 53k solo or team relay. Enjoy La Sportiva demos, aid stations and medals while supporting Oceana Canada.

Run scenic 7K trail loops at Long Sault Conservation Area with options from a kids 2K fun run to a 6 hour loop challenge. Proceeds from hoodie sales support CLOCA and sponsors include Running Room and MEC.

Choose 10 km or 25 km on the Bruce Trail for scenic single track and rocky views along the Niagara Escarpment. Enjoy aid stations, shoe demos and a lively finish at Dundas Valley Conservation Area.

Run scenic, mostly fast trails at Hilton Falls with 10 km, 25 km and 50 km distances to suit every trail runner. Enjoy a few technical sections, a waterfall pin, on course s'mores, La Sportiva shoe demos and finisher swag.