Trail Running calendar near Waterloo 2026-2027

Trail race in Cambridge Ontario on May 9, 2026 offering 12.5 km, 25 km, 50 km, a 12 hour event and a team relay. Races use repeated 6.25 km loops and the event includes fundraising for KidsAbility.

A chip timed 4 km on Cambridge’s Mill Run Trail on May 16, 2026. The certified crushed gravel course is an out and back with parking at Riverside Park and reusable chip timing.

Two days of trail racing in Ancaster on a 20 km loop offering distances from 10K to 100 miles. Four aid stations, a cup free policy, and status as a Western States 2027 qualifying race.

A fundraising trail event at Bechtel Park offering 5K and 2.5K options with or without dogs plus a 200 m Pup Run. Fundraising tiers unlock event apparel and swag.

A 100 miles route circling the City of Hamilton through six communities. Finish within 40 hours for a Gold buckle or complete the distance during June to receive a Pewter buckle.

A trail race in the 5 Peaks Ontario series at Crawford Lake Conservation Area on June 6, offering multiple distances and on site Indigenous longhouses with educational programs. Practical event details include aid stations and a cup free po..

A community trail race in Streetsville with a 1 km fun run and a chip timed 5 km along the river. Part of proceeds support Camp Wanago.

Community fundraiser in Caledon East offering 25 km 50 km and 100 km cycling routes plus 5 km and 10 km trail options. Organized by CMHA Peel Dufferin to raise funds for local mental health and addictions services.

A 15 hour 23 minute looped trail event on an approx. 3.7 km circuit at Marydale Park with a relay option for teams up to five, a single aid station per lap, and proceeds supporting the C.Y.O. One-to-One camp program.

A timed event in London, Ontario where all runners start together and try to get as far as possible from the common start within set times. Winners are those farthest away as the crow flies.

Trail running event at Kelso Conservation on June 27, 2026 offering 2K, 5K, 10K, MAX Elevation and a 20K relay. Courses include aid stations, professional chip timing and a post event village with awards.

A 5K obstacle fun run at Victoria Park on July 11, 2026 featuring over 25 obstacles, a large inflatable waterslide, mud pits and 2.5 million cubic feet of foam. Festival access and a free Kids FUN Zone are included with entry.

Trail races on the Toronto Bruce Trail near Milton Ontario with about 52 km, 27.5 km and 10 km options. Point-to-point courses use white blazes, include shuttle service and spaced aid stations.

A 5 kilometre obstacle run at Victoria Park in Kitchener on July 11 2026 with more than 25 obstacles and 2.5 million cubic feet of foam. The event includes a free kids fun zone, live DJ, food vendors and a licensed beer garden.

Six days, six stages and 60 kilometres in the Conestogo and Waterloo area. A staged event across road, trail, cross country and track with capped registration and time limits.

A 5 Peaks Trail Running event at Area 8 Conservation Area on a former limestone quarry, offering routes from 1 km to 24.2 km with mapped courses, aid stations and medals for top finishers.

A 5 km run at Boler Mountain on July 25 2026 featuring over 25 obstacles, large foam zones using 2.5 million cubic feet of foam, plus a kids area, DJ, food vendors and a licensed beer garden.

Trail event at Dundas Valley Conservation Area featuring a 7 km loop, multi-loop and timed formats including a 100 mile challenge and an elimination Gong Show.

A Backyard Ultra at Eco Park in Arva where runners repeat a 6.7056 km hourly loop until one runner completes one more loop than the rest. Field capped at 67; this Silver Ticket event supports the Children's Health Foundation.

A multi-day stage event in Ontario from August 9 to 16, 2026: 8 days, 7 stages, 160 km. Offers Ultimate, relay and guest entries with on-course aid, stage time limits and limited places.