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

A 5 Peaks Ontario race at Crawford Lake Conservation Area offering multiple distances, Indigenous Longhouses on site, cup free support, and on course aid stations with specific safety rules.

A 38th annual trail event in St. Catharines featuring a 21.1 km half marathon and a 7 km trail race with limited fields. The routes include the 12 Mile Creek Trail and Hydro Hill and support the Niagara Rankin Cancer Run.

Community trail race in Streetsville along tree covered river paths. Offers a 1 km fun run for families and a chip timed 5 km; proceeds partly support Camp Wanago and an optional technical race shirt is available.

Commemorative run in Niagara-on-the-Lake honoring General Józef Haller and the Blue Army, with races from 1 km to 10 km along the Niagara Parkway Recreational Trail. Race kit items, finisher medal and a prize draw for a flight to Poland.

A checkpoint-style trail race in Toronto on June 13, 2026, organized by Slowpokes with The North Face, featuring an approximately 10-15 km route, checkpoint navigation, and a morning post-race party with coffee, food, DJs and prizes.

A timed 15:23 trail event at Marydale Park featuring an approximately 3.7 km loop, a relay option for teams up to five, one aid station per loop and race kit gels and a finisher medal. The event is listed as sold out.

Trail event on June 27, 2026 at Kelso Conservation offering 5K, 10K, MAX Elevation, 20K relay and kids options. The course uses roughly 3 km loops with notable elevation, aid stations and chip timing.

Trail races on the Toronto Bruce Trail near Milton, ON with 51.8 km and 27.5 km point-to-point options plus a hilly 10 km out-and-back. Technical singletrack on white-blazed routes, shuttle from Kelso, and a 200-person field limit.

Trail races at Area 8 Conservation Area on July 18 offering distances from kids 1 km to a 24.2 km Grit Run, with maps, aid stations and onsite awards for top finishers.

A 5K trail run at Bella Rose Vineyard in Lewiston, NY on July 19, 2026 offering a stemless wine glass and complimentary wine tasting for those 21 and older, professional timing, post-race snacks, and vineyard views.

Trail races at Dundas Valley Conservation Area offer a 7 km loop with rolling hills and about 130 m elevation per lap, multiple distance and timed formats, and an elimination Gong Show.

A summer ultra in Lockport, NY with 25, 50 and 100 mile options along the Erie Canal towpath. Crewed aid stations provide food and fluids on the out and back course, and a Double Beast Buckle is available for dual 100 mile finishers.

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 on September 12, 2026 featuring repeated 6.71 km loops. Options include Backyard Ultra solo or teams of three, a 15 hour Endurance window, and a community Sunshine Yard.

An in person family-oriented survival challenge at Paramount Fine Foods Centre in Mississauga, with categories for adults, kids and K9 owners. The organizer describes varied terrain and unrevealed obstacles in a roughly two hour format.

A family-friendly vineyard event at Palatine Hills Estate Winery offering a timed 5 km race plus untimed 1.25 km family and dog walks, with on-site vendors, prizes, and water stations.

Albion Ascent is a transit friendly chip timed urban trail race in Hamilton offering 21k, 10k, 5k and kids runs. Routes go through King's Forest, the Bruce Trail and past waterfalls, toque included and medals optional.

Part of the 5 Peaks Ontario series at Heart Lake Conservation Park, featuring shaded trail routes and distances from 3 km to 22.5 km. The event is cup-free with aid stations, limited parking, and on-site washrooms.

Looped 5.3 km course at Christie Lake on October 10, 2026, offering 5.3 km, 10.6 km, 26.5 km and 53 km solo or relay options. Cupless aid stations provide drinks, snacks and gels from a local nutrition partner.