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Trail Running Calendar near Burlington 2026-2027

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Explore the top trail runs near Burlington for 2026-2027! We've gathered 16 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Point-to-point trail races of 10 km and 25 km finishing at Dundas Valley Conservation Area, with bus transport to starts, aid stations, and race kit items included.
Teams take part in a point-to-point adventure in Waterdown combining road and trail running, navigation and trekking on 10 to 25 km courses.
November 2026
Trail races at Hilton Falls on November 7 2026 offering 10 km, 25 km, and 50 km courses with technical singletrack, aid stations, and finisher medals.
A memorial trail run in Lions Valley on November 7, 2026 with 5 km and 11 km routes, raising funds for Wounded Warriors Canada.
A canicross and running event at Christie Lake Conservation Area on November 7, 2026 raising funds for Hamilton Animal Services.
Two days of orienteering in the Waterdown area with three distinct events at Mount Nemo, Joe Sams Park and Rockcliffe Trails, including Ontario Cup #1.
December 2026
A winter trail event at Marydale Park with timed solstice formats, a 3.7 km loop, aid station support, finisher medal, and charity support.
May 2027
Trail races at Kelso Conservation Area with kid races and courses from 6.9 km to 20.6 km, cup free with on-course aid stations and onsite medals and awards.
Adventure orienteering across Southern Ontario May 16 to 18 2026 with timed Choose Your Adventure formats and virtual MapRun courses.
June 2027
A mud run for women of about 5 km with 17+ obstacles at Binbrook Conservation Area on June 5–6, 2027, including a race kit, rinsing stations and on-site facilities.
A 5 Peaks Ontario trail race at Crawford Lake Conservation Area featuring reconstructed Indigenous longhouses, multiple course distances, and aid stations on course.
July 2027
Trail running at Area 8 Conservation Area in Milton with multiple race categories including Kids 1K and 3K, former quarry trails, cup free event and on site parking.
August 2027
A three-hour, map-based urban adventure run in Hamilton for teams of two with smartphone app tracking and checkpoints across trails, roads and parks.
September 2027
Trail point to point race on September 26 2027 using Dundas Valley trails with approximate 10 km and 5 km routes and map checkpoints.
Trail race in Hamilton with 21k, 10k, 5k and kids races across paved paths, dirt trails and technical Bruce Trail sections; aid stations and an included toque.
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