Trail Running calendar near Bridgeport North 2025-2026

Run the DSpring Fling 5 km along Hamilton's scenic waterfront and Bayfront Park on a flat, traffic free, fan friendly course. Enjoy chip timing, a custom finisher medal and post race food and photos.

Tackle the rugged Caledon Crusher on the Bruce Trail with 25k, 50k or epic 72k options featuring technical singletrack and big climbs as you finish at Mono Centre Park in Shelburne. Support the Bruce Trail and refuel at well stocked aid sta..

Challenge yourself on the Foxtail Rail Trail Race in Dundas Valley, offering 5, 10, 25 and 50 km options on a fast, wide rail trail with start and finish at the Trail Centre. Enjoy aid stations, chip timing, race photos and finisher medals..

Run under the stars at Rugged Raccoon Night Race in Wildwood with 10 km, 25 km and 50 km trail options offering lake views, roots, rocks and climbs. Enjoy La Sportiva shoe demos and support Ontario Nature with camping nearby.

Join the 5 Peaks Trail Running Series at Kelso in Milton for forest trails with steep climbs and flowing descents. Pick distances from kids races to 20.6 km and enjoy scenic singletrack, aid stations and a lively finish.

Sulphur Springs Trail Race in Dundas Valley, Hamilton on May 23 and 24 offers looped 20K terrain with distances from 10K to 100 miles plus team relays. Rugged trails, big climbs, and crew access make for a classic spring ultra.

Join Tails on Trails on May 30, 2026 at Bechtel Park in Waterloo to support Humane Society of Kitchener Waterloo and Stratford Perth. Choose 2.5 km or 5 km loops, bring your pup or run solo, and help raise funds in a fun family atmosphere.

The 5 Peaks - Crawford Lake will take place in Milton on Saturday 6 June 2026. You can run between 6 and 18 kilometers.

Join the Sunburn Solstice Trail Run at Marydale Park for a scenic, time based trail challenge with solo and team relay options on tree covered loops. Enjoy community vibes, gear demos and help send kids with disabilities to camp.

Run scenic Bruce Trail singletrack and Kelso Conservation Area on 10 km, 25 km or 50 km courses at the First Blaze Trail Race 2026. Fields capped at 200, with a finisher medal, shirt option, shuttle and a charity donation.

ENDURrun Prelim is a six stage 60 km running challenge across southern Ontario from July 13 to 18 2026. Enjoy road, trail, cross country and track stages around Waterloo and Cambridge for a varied and fast paced multi terrain adventure.

The 5 Peaks - Area 8 will take place in Milton on Saturday 18 July 2026. You can run between 8 and 24 kilometers.

Tally in the Valley Trail Race brings runners to Dundas Valley for scenic 7 km loops through Carolinian forest and rolling hills. Distances range from 7 km to a 100 mile challenge with a custom buckle for 100 milers while supporting SickKid..

Race 80 KM over eight varied stages across road, trail, cross country and track near Conestogo Ontario, August 9 through 16 2026. Limited to 75 participants with kit pickup and finisher medals for all finishers.

Run winding singletrack along the Humber River at Albion Hills Conservation Park, with options for beginners to experienced trail runners and family friendly kids races. Enjoy on site camping and a pool for a fun post race unwind.

Join the 13th annual Kitchener Kids with Cancer on Sept 19 at Kiwanis Park to support the Pediatric Oncology Group of Ontario. Choose a timed 5 KM or 10 KM on scenic park trails, earn a finisher medal and enjoy family friendly fun.

Run the Heart Lake stop of the 5 Peaks Ontario Trail Running Series on Saturday October 3, enjoying shaded trails, fall colours and lake views. Choose distances from a kids run to longer challenge and soak up a friendly trail race vibe.

Challenge yourself at Sticks n' Stones in Christie Lake, Hamilton: runnable single loop trail races from 5k to 53k with aid stations, pro timing and race photos. Try La Sportiva demo shoes, enter giveaways and support Oceana Canada.

Run the Lost Valley Trail Race in Dundas, Ontario, a point to point Bruce Trail event offering 10 km and 25 km routes through scenic escarpment terrain. Field limited to 180 and La Sportiva will host shoe demos and giveaways.

The Beav Trail Race at Hilton Falls on October 31 offers 10 km, 25 km and 50 km on fast but technical trails with scenic waterfall views. Bring your own cup or bottle as no cups are provided, and finishers earn a custom medal and apparel.