Trail Running calendar near Niagara-on-the-Lake 2026-2027

A time-based trail event at Marydale Park on June 20, 2026 lasting 15 hours and 23 minutes on repeated ~3.7 km loops, with solo and team relay options. Registration is closed and the event is full.

Trail races and challenges at Kelso Conservation on June 27 2026 include 5K, 10K, MAX Elevation, kids races, a 20K relay and an Energy Mile with $500 in prizes.

Trail races on the Toronto Bruce Trail with 50 km, 27.5 km and 10 km options, technical single track and shuttle service from Kelso. Aid stations, cup free format and a finisher medal for finishers.

A trail running event at Area 8 Conservation Area on July 18 with distances from a 1 km kids race to a 24.2 km Grit Run. The former limestone quarry now features trails along the escarpment.

Trail event at Dundas Valley with a 7 km loop and multiple formats from a single loop to 100 miles plus 6 12 and 24 hour races. The race is sanctioned by Athletics Ontario and features partners La Sportiva and THN Labs.

An ultramarathon in Lockport, NY along the Erie Canal Towpath offering 100, 50 and 25 mile options. The race starts at Wide Water's Marina, features multiple staffed aid stations, and offers a Double Beast Buckle for completing both winter..

Raid the City is a three hour urban navigation race in Hamilton where teams of two collect points at checkpoints across trails, roads, alleys and parks. Teams must run on foot and use a smartphone app to track checkpoint visits.

A community wellness event at Sprague Brook County Park on September 12, 2026 featuring a 5K trail run and a 2 mile non timed walk, with proceeds supporting the Bread of Life Outreach Center and keepsake blankets for early registrants.

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 adventure event in Mississauga on September 12, 2026 with courses for adults, children and dogs. Survival style challenges take place across varied terrain, obstacles are not revealed and tickets range from 40.54 CAD to 107.64 CAD.

A community run through the vines at Palatine Hills Estate Winery featuring a timed 5 km race, untimed family and dog walks, post-run food and music, and winery perks. A portion of proceeds supports Community Care.

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 chip timed trail event in Hamilton with distances from 1 km kids runs to a technical 21 km on the Bruce Trail. Cupless aid stations, included Canadian toque and optional medals for purchase.

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, with distances from a 3 km kids run to a 22.5 km Grit course. Shaded trails, aid stations, a no‑cup policy, and limited parking; awards must be collected at the event.

Looped trail races at Christie Lake on October 10, 2026 offering distances from 5 km to 53 km with a relay option. The event supports Oceana Canada and provides aid stations plus on course nutrition from a local supplier.

A trail event at Long Sault Conservation Area on October 17, 2026 featuring 2K kids, 7K, 14K, 21K and a six-hour loop event across two 7 km trails.

Point to point trail races of 10 km and 25 km along the Bruce Trail from Burlington to Dundas, finishing at Dundas Valley Conservation Area; bus transport to starts, aid stations, and limited to 180 entries.

Trail races at Hilton Falls on November 7, 2026 offering 10 km, 25 km and 50 km. The course combines groomed runnable trails and short technical sections and includes planned aid stations and charity support.

A trail running event in Oakville on November 7, 2026, offering 5 km and 11 km routes through Lions Valley, held in honour of veterans and first responders with proceeds to Wounded Warriors Canada.