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

Open water swims, an individual and relay swimrun, and 5K and 10K trail runs along the Welland Recreational Canal on August 2, 2026.

Relay race in Toronto where pre-formed mixed gender teams of four run as many laps as possible in 45 minutes; top five teams advance to a final decided by fastest laps.

Join this community run in Eden featuring a fast and flat course through woods trails and high school cross country paths. Open to both runners and walkers with two distance options available during the local festival.

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.

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.

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.

Backyard Ultra at Woodbine Beach Park with 6.71 km loops, an hourly elimination format, a 15-hour endurance option, and a one-Yard community waterfront run.

Family oriented survival style challenge in Mississauga with activities for adults, kids and dogs; on site at Paramount Fine Foods Centre, tickets CAD 40.54 to 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.

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, 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.

Cross-country meet in Niagara Falls on September 27, 2026, featuring an Open 5K and separate morning and afternoon sessions; fees listed in CAD.

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.

A non-competitive 5 km run in Masaryktown Scarborough with on-site race packs and a republic shaped finish medal.

Team-based adventure run in Waterdown combining road, trail, navigation and trekking with Raid (20–25 km) and Half-Raid (10–15 km) options.

Trail races at Hilton Falls on November 7 2026 offering 10 km, 25 km and 50 km with planned aid stations, cupless policy, and apparel included for longer distances.

A November 7, 2026 trail event in Lions Valley offering 11 km and 5 km routes to honour veterans and support Wounded Warriors Canada. Registration opens spring 2026.