Trail Running Calendar Ontario 2025-2026

We have found 51 Trailruns in Ontario. Check below where and when you can find the races.

Event overview The Night Thing 2025 is a trail race on the Maitland Trail in Auburn, Ontario. The event is organized by Race Huron and is listed at the Auburn Riverside Retreat on Blyth Road. The race date is Friday, October 24, 2025. Dista..

Event overview Trick or Trot 2025 is a Halloween-themed run on Saturday, October 25, 2025, at Laurel Creek Trail. The meeting area is listed as 445 Wes Graham Way, Waterloo, ON N2L 6R2. The event programme includes a costume contest at the..

Event overview The Bad Thing 2025 is a point-to-point trail race on the Maitland Trail in Huron County, Ontario. The event date is Saturday, October 25, 2025, and the finish location is Auburn Riverside Retreat on Blyth Road in Auburn, ON...

Run the 5 Peaks Cider Run at Slabtown Cider Co in Uxbridge on Oct 25, 2025 for a festive fall outing through scenic trails and orchard country. Finish at the cidery with optional medals and post race camaraderie.

Event information The Bolton Rotary Haunted Hill Run is scheduled for October 26, 2025, at 14111 Hwy 50, Bolton, Ontario L7E 1Y6. The event lists 61 participants. Registration opens on September 5 on the event website and is free for all pa..

Run scenic trails at the Kamview Fresh Air Off Road Half in Thunder Bay on Oct 26, 2025, with options for a half or a short course. Stadium start and finish make for a welcoming fall event for experienced trail runners and newcomers.

November 2025

Enjoy scenic trails at the Beav Trail Race in Milton Ontario with 10, 25 and 50 km options around a reservoir and waterfall. Friendly aid stations, custom finisher medals and hoodies for longer distances.

Join a relaxed trail run in Thunder Bay on Tuesday November 4, 2025, starting and finishing in front of the Kamview Nordic Centre. No formal timing, hot chocolate included, cash registration on site $10 per person or $30 per family.

Murphy's Mission at Christie Lake in Dundas is a dog friendly canicross and running event that raises funds for Hamilton Animal Services' adoption program. Enjoy scenic 5 km loops, chip timed races and a fun walk with your dog while helping..

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..

Event overview The Lost Valley Trail Race is a point-to-point trail race on Saturday, November 15, 2025, finishing at Dundas Valley Conservation Area in Dundas, ON. The route follows the Iroquoia Section of the Bruce Trail and the event is..

Event overview The Fat Ass Trail Run takes place on November 16, 2025, at Batawa Ski Hill, Ski Club Lane, Batawa, Ontario. The event began in 2003 with 23 participants and has grown since then. The event lists 279 participants for 2025 and..

Get cozy at Chill Session on November 29 in Mulmur with scenic single track trail runs for all levels and a warm hoodie for entrants. Celebrate afterward with chili, beer and s'mores while supporting local food banks.

December 2025

Event overview The Golden Spike Trail Race takes place on December 6, 2025, at Crawford Lake Conservation Area, Conservation Road, Milton, Ontario. The event offers trail running through forest paths and around Crawford Lake, including boar..

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.

January 2026

Hit snowy trails at the Polar Paws Winter Trail Race at Long Point Eco Adventures, with 5k, 10k and 25k options. Bring your dog for the joyful 5k Doggo Run and enjoy a festive winter trail outing.

February 2026

Event overview The Kawartha Lakes Winter Festival is an inaugural one-day outdoor event on Sunday, February 1, 2026, at Eganridge Resort, Golf Club & Spa in Fenelon Falls, Ontario. The festival is presented by Snowshoe Canada and combin..

April 2026

On April 11, 2026 the Caledon Crusher at Mono Centre is a scenic but savage trail across the Caledon Hills with 25k, 50k and 72k options on technical singletrack and big climbs. Ideal for runners craving a tough, beautiful challenge.

Event overview The Foxtail Rail Trail Race takes place on April 18, 2026 at the Dundas Valley Conservation Area, Governors Road, Dundas, ON, Canada. The event is sanctioned by Athletics Ontario. Distances offered: 5 km 10 km 25 km 50 km R..

Pick Your Poison is an April trail ultra near Barrie offering 12.5k, 25k or 50k on a rugged 12.5k loop through forested climbs and spring conditions. Enjoy stocked aid stations, boxed post race food and a fun community vibe.