Forested river valley trail with dappled light filtering through the canopy, a path winding beside a river
Photo: Sikander Iqbal

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Moderate

Upper Don Trail

"Fourteen kilometres from the city's edge to its core. Every section a different world. The ride that shows you what Toronto actually is."

Distance14 km
DifficultyModerate
SurfaceMixed
ElevationModerate climbs
Ride Time1 – 2 hrs

Find the trail.

The Upper Don Trail runs north to south through the Don Valley, from the East Don River Trail to Overlea Blvd.

The practical stuff.

A 14 km traverse through the Don Valley. Mixed surfaces, multiple access points, and more route options than any other trail on this site.

Parking & Access

The northern trailhead begins near Bayview and Finch. Street parking is available on surrounding residential streets. Best ridden from north to south, and connecting to the Lower Don Trail. Multiple mid-trail access points: Edward Gardens, Sunnybrook Park, and E.T. Seton Park all have parking. One-way riders can take the TTC or GO Train back from the southern end.

Bike Rental

Bike Share stations run along much of this trail, including near the northern trailhead. The southern end near E.T. Seton Park is particularly well served. A hybrid is still the most versatile choice given the mixed surfaces, particularly the gravel sections and optional single-track near E.T. Seton Park.

Cafés & Stops

Café options along this trail are limited. The strip around Leslie and York Mills has a few basic spots. If you take the Edwards Gardens detour through Wilket Creek, the garden café is worth a stop when it's open. Otherwise, the ravine sections have no amenities. Bring water and a snack for the full 14 km. If you continuing along the Lower Don Trail, you can reach the Distillery District for a coffee or a local Toronto beer.

Trail Conditions & Notes

Surface varies significantly by section. Paved through Sunnybrook and E.T. Seton, gravel and packed dirt through portions of the East Don ravine, natural single-track on the optional MTB detour. Natural sections get muddy after significant rain. Well-signed through the main corridor but optional detours require some navigation confidence. The ravine provides good shade in summer.

My take on this trail.

The Ride

What makes the Upper Don Trail different from every other trail on this site is its range. Each section felt like a level with its own terrain, its own character, its own visual register. You move through different worlds over 14 kilometres, and that progression is the trail's emotional arc.

It starts at the East Don River Trail in the north. Rougher surface, enclosed by trees, the river audible and close. The trail feels raw here, less managed, more wild, and you settle into a rhythm that belongs to the ravine. The character shifts when you reach the Leaside Spur Trail. Flatter and straighter, a different kind of trail with its own rhythm. Less dramatic than the forested ravine, but it's a meditative grind that links the northern sections to the middle of the route.

Then the landscape opens up completely. Sunnybrook Park into E.T. Seton Park. Wide grass fields, tall willow trees, the sky suddenly visible after the enclosed ravine. After kilometres of forest overhead, the feeling of open sky is a physical relief. The scale changes but the river is still with you.

And threading through all of it – if you know where to look – the hidden MTB trails. Single-track paths that shoot off the main corridor into the hills, used by mountain bikers navigating terrain that's invisible from the paved path below. The first time I noticed riders appearing from the trees above the main trail, I understood that the valley contained more than the marked route suggested. The main corridor is the trail. The hills around it are a whole additional network.

As you approach the end of E.T. Seton, you have two main options: continue south on the Lower Don Trail, or head east towards the Taylor Creek Trail. The Lower Don takes you near Evergreen Brickworks and ends pleasantly at the Distillery District. Taylor Creek takes you towards the Danforth or near Warden Woods if you want to continue exploring eastward.

Two Detours Worth Taking

At the midpoint of the Leaside Spur Trail, instead of continuing straight down, you can turn off into Edwards Gardens and ride through the Wilket Creek Trail to reach Sunnybrook Park. This is the scenic route. It's forested, enclosed, and more beautiful than the direct Leaside path. The Leaside Spur is more straightforward and efficient. Wilket Creek is slower and more rewarding. If you have the time, take Wilket Creek. Edwards Gardens at the entry point is worth a few minutes on its own.

The second detour is wilder. In E.T. Seton Park, head toward and underneath the Don River West Branch Bridge. If you're on a hybrid or mountain bike, leave the main path and follow the single-track dirt trail dubbed, The Flats, along the Don River through tall foliage. The trail narrows. The plants close in on both sides. The river is right there and the path is barely wider than your handlebars. It's the wildest section of the entire route, completely different from the manicured paths of the main corridor. There's wilderness inside this city park, and finding it on a bike feels like a discovery every time. The practical note: only do this on a hybrid or mountain bike. Road bikes won't manage it. The ground is uneven, often soft, and the surface changes without warning.

Worth Knowing

The Don River's story is the trail's story

The Don River was Toronto's original organizing feature. The city grew up around it, industries were built along it, and for decades it was treated as a resource to be used rather than a landscape to be preserved. The river was polluted, its banks were lined with factories and rail yards, and the valley was dismissed as the back of the city.

The trail you're riding today exists because that changed. Slowly, imperfectly, the Don Valley was reclaimed. The factories came down. The trails went in. The ravine was replanted, the river cleanup began, and the valley became what it is now – a green corridor that runs through the entire city, open to anyone on foot or on wheels. The Upper Don Trail is the physical evidence of a city choosing nature over infrastructure, at least in this one long corridor. Every time you ride it, you're riding through that decision.

The reclamation isn't complete. The river isn't pristine. The trail isn't perfect. But the fact that it exists at all – 14 kilometres of continuous green corridor through one of North America's largest cities – is worth appreciating. Toronto is wilder than it looks, and the Don Valley is the proof that's been there all along.

Follow the river.

A wide river viewed from above, running fast through dense spring foliage, with a stepped armour stone retaining wall on the right bank and a lone figure standing at the water's edge
The Upper Don runs through a tunnel of spring green – follow the river through the trail.

My Rating

"The best full-city traverse available on two wheels in Toronto. Fourteen kilometres of ravine, river, forest, parkland, and city. Every section a different world. The ride that taught me what Toronto actually is, and the one I'd recommend above any other if you only have time for one long ride. Follow the river. It knows the way."

Keep riding.

Trails that connect into or branch off the Upper Don corridor.

Train tracks with amber trees overhead Easy
8 km·Paved·Year-round

Lower Don Trail

The natural continuation south. Follow the river all the way to the lake.

Bridge in a forested ravine trail with river flowing through Easy
3 km·Paved·Year-round

Wilket Creek Trail

The scenic midpoint detour. Take it if you have the time – you won't regret it.

Forested ravine trail with dappled light filtering through the tree canopy, creek filled with leaves alongside the path Easy
3.2 km·Mixed·Year-round

Taylor Creek Park

Branches east from the Don Valley system. A different ravine, a different character.