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.

A multi‑distance trail running event at Kelso Conservation Area on May 2, 2026, with courses from a free 1 km kids event to a 21 km Grit race. Multiple categories and variable fees, plus fundraising options.

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.

Experience the beauty of Crawford Lake Conservation Area with trail races ranging from 1 km to 18.4 km. Run through historic grounds featuring reconstructed Indigenous Longhouses in this professional cup free event.

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.

A fundraising event by CMHA Peel Dufferin in Caledon East on June 7, 2026, offering 25 to 100 km cycling routes and 5 km/10 km trail options for adults and children, with event items and fundraising for mental health 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.

Join the fourth race of the 5 Peaks Ontario West Series at the Area 8 Conservation Area. Experience trail running in Milton while supporting local charitable foundations.

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.

A two day obstacle course event in Uxbridge with an approximate 5K route, 25 plus optional obstacles including a large inflatable waterslide and mud pits, plus festival amenities and a free kids zone for young children.

Join the third race of the 5 Peaks Ontario Series at the Albion Hills Conservation Area in Caledon. Support great causes while running through beautiful Ontario trails on September 5 2026.

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.

Part of the 5 Peaks Ontario series at Heart Lake Conservation Park, offering distances from 3 km to 22.5 km on shaded trail routes with course maps and aid stations, and a cup free policy.