Trail Running Calendar Canada 2025-2026

Celebrate trails, hoodies, chili and beer at Chill Session 2025 at Mansfield Outdoor Centre. Choose a scenic 10K or 5K single track run or bring the kids for a free 1K, then relax with food, s'mores and a cold brew.

Join the Holiday Hustle 5 km on November 29 in Peterborough for a festive trail run on the Rotary Greenway with hot chocolate, prizes and a Most Festive Costume award. Family friendly options include a 1 km kids run and a 5 km walk while su..

Join the Canadian Cross Country Classic at Fanshawe Golf Course in London for a grass and mud 5K and a fun 1K kids race, plus an ACXC Fan Fest with local food and lounge spaces. Presented by BackRoads Brews + Shoes, it blends competition an..

Join a half day trail running workshop at Devil's Glen and Nottawasaga Bluffs with an easy 5k social run, coach led tips on winter gear and training, and a take home plan. Enjoy a hearty lunch and support local conservation.

Join The Finale at Fox, a new five mile road and trail race through Stratford's streets, local trails and rolling hills, starting and finishing at Fox Meadow Golf Course. Enjoy a complimentary drink ticket and post race awards.

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.

Tackle technical, scenic trails at Thetis Lake with the Harriers Stewart Mountain Challenge, offering a long route to the summit and a shorter beach return option. Expect rolling terrain, mud and water crossings in this fun, community focus..

Join the CVRR Jingle Bell Run on Sunday December 7 2025 at Seal Bay Nature Park to support the Comox Valley Food Bank. Choose a 7.3 km forest loop or 3.5 km loop, enjoy treats, prizes and a visit from Santa while helping a great cause.

Racing Dusk at West Bragg Creek in Calgary on Dec 20, 2025 features a 20 Miler plus 2 and 3 person relays across three loops. Choose your loop order, expect winter conditions and join Iron Legs for a scenic challenge.

Hit the scenic trails of Grouse Mountain with options for a 10 Mile, a 50 Mile, or a Virtual Challenge on Dec 30 and 31, 2025. Enjoy stunning views, volunteer trail cleanup, and support the Friends of Grouse Mountain while testing your limi..

Brave the winter woods at Falcon Trails Resort for an 8 hour looped trail run around High Lake. Run the groomed 6.5 km loop with snowshoes allowed and chase a 50k finisher award for eight laps. Limited to 60 runners.

FatShoe at Silver Star Mountain Resort on January 17, 2026 mixes fat bike and snowshoe races with solo and team duathlon options and a kids snowshoe. Scenic winter trails and friendly competition make it a perfect cold weather challenge.

Polar Paws 2026 invites runners and canine companions to winter trail loops on Lake Erie near Turkey Point with 5 km, 10 km, 25 km and dog runs. Heated facilities, on course aid and partial proceeds support the local humane society.

Join the Salomon Toboggan Run in Head of Saint Margarets Bay, a winter Backyard Ultra with hourly 5.8 km loops on snowy, icy and muddy trails. Registration includes a toboggan, hot chocolate and cookies while supporting the local food bank..

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..

Join the Frost Bite River Run, a snowy winter fundraiser at Riverview Community Centre in Winnipeg on January 18, 2026, celebrating its 13th year. Tackle 5 Mile or 5 km courses for adults and youth along the scenic Nestaweya River Trail wit..

Test your winter trail legs at the Pick & Shovel Showdown in Waverley Nova Scotia on Jan 24, 2026, based at McDonald Sports Park. Start with a 10 km then tackle repeated 6 km loops for up to eight hours, with the main eight hour field sold..

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..

Join Run Ridge Run in Port Moody on February 21, 2026 for 13 km and 25 km trail challenges with sustained climbs, technical descents and sweeping views around Sasamat and Buntzen Lakes. Kids can join a free untimed 1 km fun run.