Articles

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Trail Running vs. Road Running: Which One Is Right For You?

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Tails on Trails

Name: Tails on Trails
Start: 2026-05-30
End: 2026-05-30
Location: Waterloo

Waterloo, Canada • 30 May 2026

Tails on Trails 2026 is a community fundraising running event held at Bechtel Park in Waterloo, Ontario, supporting the Humane Society of Kitchener-Waterloo and Stratford Perth. Participants can join a 5K trail race or a 2.5K fun run/walk, both available with or without canine companions. There is also a 200m untimed Pup Run for those preferring a shorter distance. The course features a scenic 2.5K loop through the park, which can be completed once or twice for the respective distances. The event encourages fundraising with prize incentives and fosters a friendly, inclusive atmosphere for runners and dog lovers alike. Visit the organization's website for the most recent information.

Canada Ontario Waterloo

Race information

Registration

5 km

5k Race (canine + Handler)

5 km

5k Race (human Only)

2.5 Km Run / Walk (canine + Handler)

2.5k Run/walk (human Only)

Pup Run (canine + Handler)

Visit the organization's website for the most recent information.

Trail runs nearby

Sunday Jul 13

The ENDURrun Sport 80 KM

Conestogo - 9 km from Waterloo

...

The ENDURrun Sport 80 KM is an annual multi-stage running event held in Conestogo, Ontario, Canada. Spanning eight days and eight stages, participants cover a total of 80 kilometers through diverse terrains including road races, cross country, trail, and track running. The event features varied cour..

Sunday Sep 21

Willibald Pasture Dash

Ayr - 21 km from Waterloo

5 km

10 km

The Willibald Pasture Dash is a cross-country style running event held at Willibald Farm Distillery & Brewery in Ayr, Ontario, Canada. Participants can choose between a 5km or 10km race, running loops of a scenic 2.5km pasture course. Now in its fourth year, the event offers a unique rural atmospher..

Sunday Sep 28

Pace for the Donkeys 5k Trail Run

Puslinch - 34 km from Waterloo

1 km

5 km

The Pace for the Donkeys 5k Trail Run is a charitable running event held at the Donkey Sanctuary of Canada in Puslinch, Ontario. Participants can choose between a 5K trail run or a more relaxed 1K route, both set through scenic fields and trails on the sanctuary grounds. The event welcomes runners a..

Saturday Oct 18

Wise Raven Trail Race

...

The Wise Raven Trail Race is held at Camp Heidelberg, Kressler Road, Waterloo, Ontario, Canada. This sanctioned Athletics Ontario event features a 2.5 km loop through well-marked forest trails with a mix of fast, groomed paths and technical sections including rocks, roots, and rolling hills, with ab..

Sunday Aug 9

The ENDURrun

Conestogo - 9 km from Waterloo

...

The ENDURrun is a challenging multi-stage running event held in Conestogo, Ontario, Canada. The 21st edition in 2026 spans 8 days with 7 stages covering a total of 160 kilometers. The race features diverse courses including half marathons, time trials, cross-country runs, hill runs, technical trail..