Trail Running calendar near Pickering 2026-2027

We have found 19 Trailruns within 80 kilometers of Pickering. See below where and when you can find the races.

Run a scenic 3.2 mile loop through apple orchards and trails at Marjim Manor in winter. After the race, enjoy a celebration with snacks, a bonfire, and a custom wine glass. Professional timing ensures quick results.

April 2026

Pick Your Poison is a not for profit ultra trail in Copeland Forest near Barrie, Ontario. Choose 12.5 km, 25 km or 50 km on a mostly trail course with three aid stations per loop and cupless sustainability measures.

May 2026

Trail races at Kelso Conservation Area feature forested routes with climbs and descents. Distances range from 1 km to 20.6 km with a cup free format, aid stations and optional wooden finisher medals.

The Seaton Scramble Trail Race features an out-and-back course on the Seaton Trail, with creek crossings, hills, and stairs. Distance options range from a 1 km kids run to a 50 km ultramarathon, open to runners and hikers. A 9-hour time lim..

June 2026

A trail half marathon of 21.1 km and a 7 km trail race through historic parts of St. Catharines including the 12 Mile Creek Trail. Limited fields and a walker division that uses the same route.

Hope in Motion is the Canadian Mental Health Association Peel Dufferin's major annual fundraiser. Choose from cycling routes of 25 to 100 km or walking/running trails of 5 and 10 km at the Caledon East Community Complex. Participate on-site..

Trail event on June 13, 2026 at Earl Rowe Provincial Park in Alliston offering looped distances from 6K up to 62K plus a 12K virtual option. Mostly wide trail with varied surfaces, aid stations, cup free service and a finisher medal.

A community fundraising run in Uxbridge with 10 km and 5 km run and walk options plus a 1 km kids dash. Net proceeds support equipment and furnishings for the new Uxbridge Hospital.

The Event The Whole Enchilada is a trail running event held at the Trail Hub in Uxbridge, Ontario. The event offers multiple distances on the extensive trail networks of the Durham Region, known as Canada's trail capital. It is organized in..

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.

July 2026

Trail races along the Toronto Bruce Trail on July 11, 2026, offering approx. 52 km, 27.5 km and 10 km options, point to point courses with shuttle service for longer distances and cup free aid stations.

The fourth 5 Peaks event in Ontario is at Area 8 Conservation Area, with routes from 1 km kids races to a 24.2 km Grit Run, mapped aid stations, parking, washrooms, and a cup-free policy.

September 2026

The 5 Peaks Albion Hills trail run takes place in the scenic Albion Hills Conservation Park. With distances from 7.5 km to 22.75 km, it offers singletrack trails and family-friendly activities like camping and a pool.

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.

October 2026

The fifth race in the 5 Peaks Ontario Trail Running Series takes place at Heart Lake Conservation Park. Runners can choose from four distances on shaded trails famous for autumn colours. The event offers free parking and follows a cup free..

A scenic trail race at Long Sault Conservation Area. Choose from six distances, from a family-friendly 2K to a 6-hour endurance challenge. This community event features swag, prizes, and on-site support.

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.