Trail Running calendar near Pickering 2026-2027

Experience a technical trail race through Ontario's beautiful Copeland Forest with 12.5 km, 25 km, and 50 km options. Support local mental health initiatives while tackling challenging climbs and unpredictable spring conditions.

Explore the scenic and technical trails of Kelso Conservation Area with distances ranging from 1 km to 20.6 km. This cup free trail event offers a unique outdoor challenge for runners and hikers of all ambitions.

Explore the scenic Seaton Trail in Pickering with distances from 1 km to 50 km. Enjoy a course featuring creek crossings, stairs, and hills with options for both trail runners and hikers.

Experience the Toronto Spartan Event Weekend at Brimacombe with 5K and 10K obstacle courses. Featuring trail runs with significant elevation and races for kids, it is a complete outdoor challenge near Lake Ontario.

An annual St. Catharines event supporting the Niagara Rankin Cancer Run, featuring a historic half marathon along 12 Mile Creek Trail and a 7 km trail race using the latter part of the course.

Join Hope in Motion 2026 in Caledon East for a day of cycling, running, and walking to support mental health services. Choose from distances up to 100 km and help make a direct impact in the Peel Dufferin community.

Join the fifth annual Rainbow Trail Run at Earl Rowe Provincial Park featuring scenic lake loops from 6 km to 62 km on a beginner friendly trail course.

Two trail-and-road runs in Uxbridge : 10 km and 5 km : starting and finishing at Elgin Park. A fundraiser for the new Uxbridge Hospital, with online registration open Feb 1 to June 10, 2026.

Experience an iconic trail race through Ontario s extensive forest networks with distances ranging from 1 km to 50 km. Join a community focused and eco friendly event in the heart of Canada s trail capital.

Trail running event at Kelso Conservation on June 27, 2026 offering 2K, 5K, 10K, MAX Elevation and a 20K relay. Courses include aid stations, professional chip timing and a post event village with awards.

Experience an authentic point to point adventure along the historic white blazes of the Bruce Trail. Navigate technical terrain and stunning conservation areas in this small community focused trail race.

Experience a 24 hour trail running festival in Ontario featuring team relay and solo categories. Run an 8 km loop every hour while enjoying onsite camping and a vibrant community atmosphere.

Experience a unique 5 km obstacle run featuring mud pits and massive amounts of foam in Uxbridge. This family friendly event offers 25 optional obstacles, a festival zone, and activities for all ages.

Trail running at Albion Hills Conservation Park with singletrack trails along the Humber River. Three distance options with maps, aid stations and on site awards; swag and finisher medals available for purchase.

Trail event at Slabtown Cider Co. on private Woodnewton Farm trails near Uxbridge. Multiple distances from a kids 1K fun run to a 40K five loop race and fundraising for local trail restoration.

Enjoy the autumn scenery at Heart Lake Conservation Park with trail races ranging from 1 km to 22.5 km in a beautiful forested setting.

This community trail race offers distances for everyone at the Long Sault Conservation Area. Choose from a 2K kids run, 7K, 14K, 21K, or a six-hour ultra on scenic trail loops. Parking is limited and supports the conservation organization C..

The Beav Trail Race at Hilton Falls on October 31 offers 10 km, 25 km and 50 km on fast but technical trails with scenic waterfall views. Bring your own cup or bottle as no cups are provided, and finishers earn a custom medal and apparel.

Join the second annual trail run through Lions Valley in Oakville. Choose a 5 km or 11 km distance to honor veterans and support Wounded Warriors Canada.

Experience a premier winter obstacle run featuring a 5 to 6 km snowy course at Albion Hills. Tackle over 14 challenges like snow crawls and tubing while enjoying themed waves and festive finishers rewards.