Toronto's Independent Trail Guide
20 rides across Toronto and beyond — from a quick evening spin to a full-day adventure. Find your next one.
No trails match your filters. Try adjusting the difficulty or length.
City Trails & Spots
From quick after-work spins to full-day waterfront epics — all within Toronto.
EasyCherry blossoms in spring, deep forest vibes year-round. The park that keeps surprising you.
EasyI've never finished a loop of the Islands in a bad mood. Not once.
EasyA quiet ravine loop that locals keep to themselves. Feels like a secret.
EasyThe big one. End-to-end waterfront riding with lake views for days. Bring snacks.
ModerateLonger than it sounds, quieter than you'd expect. A real hidden gem up north.
EasyMoody in autumn. My go-to after a rough week. Long, flat, and quiet.
EasyThe gateway ride. A ravine so deep you'll forget you're downtown.
EasyShort, gorgeous, and right on the lake. The perfect one-hour escape.
EasyBeach vibes and boardwalk riding. Toronto at its most surprisingly chill.
ModerateThe payoff view at the top is genuinely jaw-dropping. Worth every pedal stroke.
EasyEasy lakefront cruising with a beach at the end. Best sunset spot on two wheels.
ModerateHills that'll wake your legs up, followed by forest stretches that make you forget them.
ModerateConnects to the Don Valley system. Surprising hills that keep things interesting.
EasyLake Ontario beside you the entire way. The ride that makes you proud to live here.
Day Trip Rides
Pack a snack, clear your afternoon, and ride somewhere you haven't been. These are the rides worth planning.
EasyScarborough's east end opens up into something unexpectedly beautiful. The waterfront here feels like a different city — quieter, greener, and completely overlooked.
📍 ~35 min from downtown
EasyMississauga's lakefront village has serious small-town charm. Ride out, grab fish and chips by the harbour, and ride back. The perfect half-day plan.
📍 ~40 min from downtown
ModerateA proper day-long adventure. The ride mixes suburban paths with lakeside stretches, and the downtown Oakville harbour is a genuinely lovely turnaround point.
📍 ~50 min from downtown
ModerateEast of the city, things open up fast. The Waterfront Trail here has real breathing room — marshes, meadows, and hardly anyone around.
📍 ~45 min from downtown
ModerateCanada's most famous street, end to end. More urban exploration than nature escape, but the neighbourhood shifts keep it endlessly interesting.
📍 Starts downtown, rides north