Trail Running calendar near Oro Station 2025-2026

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.

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 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..

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..

Run the Caledon Crusher on April 11, 2026 through the scenic, rugged Caledon Hills Bruce Trail with options from 25k to a 72k End to End challenge. Enjoy onsite food, a race shirt and finisher medal while supporting the Bruce Trail.

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.

Run scenic single track in Dufferin County Forest at The Great Mansfield Outdoors on May 30, 2026. Distances range from 5K up to a new 100 km solo or relay, with challenging roots and climbs and a finish at Mansfield Outdoor Centre.

Explore rolling singletrack and technical forest trails at The Whole Enchilada in Uxbridge, Ontario, with distances from a 1 km kids fun run to a challenging 50 km. Enjoy scenic routes, on site aid stations, and a community minded vibe.

Join the backyard ultra at Tiffin Centre on June 27 and 28, 2026, running one loop every hour until one person remains. New 100 mile solo and 100 mile relay options plus start and finish camping make it a memorable endurance weekend.

Run Blue Mountain Resort's single track trails and a 700 foot Niagara Escarpment climb with distances from a kids fun run to a full 50K. Finish at South Base Lodge for BBQ, live music, and community vibes.

Hit the trails at Albion Hills on July 18, 2026 with the 5 Peaks Trail Running Series. Scenic, challenging and fun, this 5 Peaks Ontario Series stop welcomes runners looking for a memorable outdoor race.

Timber24 is a 24 hour trail relay at Hardwood Ski and Bike near Barrie where teams of 4 or 8 cover 192 km by sending a runner on an 8 km lap every hour. Expect a festival atmosphere with on site camping, food, an expo and a Beer Garden.

Tackle rugged Bruce Trail terrain at Devil's Glen on scenic courses from 16 to 66 km, featuring steep climbs, a keyhole crawl and riverside sections. Entries support the Blue Mountains Bruce Trail Club and include a race kit and finisher me..

Test your climbing legs at the Creemore Vertical Challenge in October, with distances from 14K to 80K over scenic gravel roads and trails. Expect big climbs, helpful aid stations, and a festive small town finish.