Trail Running calendar near Pickering 2026-2027

Seaton Scramble Trail Race offers distances from a 1K kids run to a 50K double loop on the Seaton Trail in Pickering. The marked course includes single and double track, a creek crossing, stairs and aid stations.

Spartan obstacle weekend at Brimacombe near Toronto on May 23 and 24, 2026. Events include a 5 km with 20 obstacles, a 10 km with 25 obstacles, a kids race and a four hour Hurricane Heat.

A trail race in the 5 Peaks Ontario series at Crawford Lake Conservation Area on June 6, offering multiple distances and on site Indigenous longhouses with educational programs. Practical event details include aid stations and a cup free po..

A St. Catharines trail event supporting the Niagara Rankin Cancer Run, offering a 21.1 km half marathon and a 7 km trail race that use the 12 Mile Creek Trail and include a descent of the Niagara escarpment.

A community trail race in Streetsville with a 1 km fun run and a chip timed 5 km along the river. Part of proceeds support Camp Wanago.

Community fundraiser in Caledon East offering 25 km 50 km and 100 km cycling routes plus 5 km and 10 km trail options. Organized by CMHA Peel Dufferin to raise funds for local mental health and addictions services.

A trail loop event at Earl Rowe Provincial Park on June 13, 2026 offering distances from 6K to 62K, aid stations, cup-free support with a SpeedCup, and finisher medals.

A commemorative run honoring General Józef Haller and the Blue Army with races from 1 km to 10 km in Niagara on the Lake. The route follows the Niagara Parkway Recreational Trail and includes an event t shirt and finisher medal.

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.

Trail Hub in Uxbridge hosts a trail event with distances from 1 km to 50 km across Durham Region forest trails. Courses are supported by aid stations and include environmental measures and local donations.

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.

Trail races on the Toronto Bruce Trail near Milton Ontario with about 52 km, 27.5 km and 10 km options. Point-to-point courses use white blazes, include shuttle service and spaced aid stations.

A 5 Peaks Trail Running event at Area 8 Conservation Area on a former limestone quarry, offering routes from 1 km to 24.2 km with mapped courses, aid stations and medals for top finishers.

A 5K trail run at Bella Rose Vineyard in Lewiston, NY on July 19, 2026 offering a stemless wine glass and complimentary wine tasting for those 21 and older, professional timing, post-race snacks, and vineyard views.

A 24 hour trail running festival at Hardwood Ski and Bike in Oro Medonte on August 22-23, 2026. Teams of 8, 4, 2 or solo runners take turns on 8 km hourly laps while a camping village, food service and evening events run alongside.

Mud Hero Toronto is a 6 km mud obstacle event at Albion Hills on August 22, 2026. The program includes mud obstacles, a finisher medal, live DJ, food trucks, and paid onsite bag check and parking.

The 5K Foam Fest in Toronto is a two day obstacle course fun run with over 25 obstacles, a giant inflatable waterslide, mud pits and 2.5 million cubic feet of foam. The event includes a free kids zone, festival vendors and a beer garden.

Trail running and hiking event at Albion Hills Conservation Area in Caledon on September 5, 2026 offering multiple adult and kids courses with fees in Canadian dollars and fundraising pages.

Trail running at Albion Hills Conservation Park on singletrack with three distances, family facilities, camping and pool. Swag and finisher medals available for purchase and the event is cup free.

Trail race at Slabtown Cider Co. on private Woodnewton Farm trails offering distances from a 1K kids run to a 40K five loop option. The event includes fundraising for trail restoration and a cup free policy.