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

A multi-event trail running series at Chestnut Ridge Park in July and August where each runner's six best times from eight races count toward series awards; individual weekly walk-up registration is available alongside full series pre-regis..

The First Blaze Trail Race on July 11, 2026 uses the Toronto Bruce Trail with 50 km, 27.5 km and 10 km options. Courses follow white blazes, include technical terrain and the field is limited to 200 runners.

Trail races at Area 8 Conservation Area on July 18, held on trails around a former limestone quarry, with distances from 1 km for kids to 24.2 km and course maps and aid stations provided.

Trail race at Dundas Valley Conservation Area with a 7 km loop and options from a single loop to 100 miles plus 6 12 and 24 hour timed events. Aid station, cup free policy, medals and a 100 mile belt buckle.

Open-water swims, a swimrun and trail runs at the Welland Community Boathouse on August 2, 2026, with swims from 2K to 10K, an about 11 km swimrun and 5K and 10K trail options.

An ultramarathon in Lockport, NY on August 15, 2026, following the Erie Canal towpath with 100 mile, 50 mile and 25 mile options. Start area at Wide Water's Marina includes aid stations, showers and on-course support.

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.

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.

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.

Trail race in Hamilton with paved paths, dirt singletrack and waterfalls across distances from 1 km kids runs to 21 km. Aid stations are provided, a Canadian-made toque is included and medals are available as add-ons.

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 on course, a cup free format and limited parking.

Looped trail race at Christie Lake on October 10, 2026 offering 5.3 km loops with distances to 53 km solo or relay. Aid stations, cup-less policy, timed results and fundraising for Oceana Canada.

Trail races on two 7K loops at Long Sault Conservation Area offer 2K kids, 7K, 14K, 21K and a 6 hour loop count event. One aid station is at the start finish and onsite parking is limited for a fee.

A point to point trail race along the Iroquoia Section of the Bruce Trail between Burlington and Dundas. Two distances with aid stations, bus transport and limited registration to maintain a community feel.

Trail races at Hilton Falls on November 7, 2026 offering 10 km, 25 km and 50 km loops. Varied groomed and technical trails, cupless aid stations, apparel for longer distances and medals for finishers.

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.