Trail Running calendar near Scarborough Village 2026-2027

A 7 km loop trail event in Dundas Valley offering formats from one loop to 100 miles plus timed races and on-course aid at the start finish.

A summer ultramarathon on the Erie Canal towpath in Lockport NY offering 100 mile, 50 mile and 25 mile options. The course starts at Wide Water's Marina and includes multiple staffed aid stations and a Middleport turnaround.

A mud and obstacle run at Albion Hills with a 6 km course, finisher medal, live DJ and food trucks. An all day pass lets participants run multiple times and the event is open to ages 12 and up.

A foam filled 5K with 25 plus obstacles and a festival atmosphere at Dagmar Ski Resort near Uxbridge Toronto, including a free Kids Fun Zone.

Raid the City is a three hour urban adventure run for teams of two in Hamilton. Teams use maps and a smartphone app to score checkpoints across trails, roads, alleys and parks while travelling on foot.

Trail event at Albion Hills Conservation Area in Caledon on September 5, 2026 offering multiple course and youth race options.

Trail races at Albion Hills Conservation Park in Caledon with singletrack routes, distances from 7.5 km to 22.75 km, riverside camping and a nearby pool. Water and aid stations are provided and the event is cup free.

UNFINISHED is a Backyard Ultra at Woodbine Beach Park where runners repeat a 6.71 km loop each hour and decide how far to go. Event options include an elimination format, a 15 hour open challenge, and a single community loop.

A family oriented survival style obstacle challenge at Paramount Fine Foods Centre in Mississauga. The event includes adults, kids and dogs and uses varied terrain with undisclosed obstacles. Tickets range from CAD 40.54 to CAD 107.64.

A community run among the vines at Palatine Hills Estate Winery with a timed 5 km race, 1.25 km family routes and a dog walk, followed by food, drink, live music and awards.

Trail running on private Woodnewton Farms trails hosted at Slabtown Cider Co. Distances range from a 1 K kids run to a 40 K five loop race with a cup free policy and charity allocations for some entries.

A 5K trail run on Bella Rose Vineyard grounds in Lewiston with a stemless wine glass and complimentary wine tasting for participants 21 or older. The event features professional timing, finish line photos, music, and on site parking.

A loop-based endurance event at Albion Hills with solo, relay and team 24 hour options plus 12 hour and 6 hour formats. Runners complete repeated 6.7 km loops with one aid station at the start finish area.

A chip-timed, transit-friendly trail race in King’s Forest, Hamilton on September 27, 2026, offering distances from kids runs to a 21 km Bruce Trail course, aid stations and a Canadian made toque.

Trail event at the Donkey Sanctuary of Canada in Puslinch with 5 km and 1 km options, fundraising for sanctuary care on September 27, 2026.

Cross country meet in Niagara Falls on September 27, 2026, open to all ages with a combined men and women Open 5K in the afternoon. Events follow MTA and Athletics Ontario age groups and are sanctioned by both bodies.

Trail races at Heart Lake Conservation Park on October 3 feature multiple distances from 3 km to 22.5 km on shaded trails with fall colour.

Looped trail race at Christie Lake on October 10 2026 with distances to 53 km, cup free aid stations and fundraising for Oceana Canada.

Trail event at Long Sault Conservation Area offering a 2K kids run, 7K, 14K, 21K and a 6 hour looped ultra on October 17, 2026.

Point to point trail race on the Bruce Trail from Burlington to Dundas offering 10 km and 25 km courses, aid stations and bus transport.