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Toronto

Boo Trail, Don River Trail – Don River Valley loop from Sunnybrook Park

Routes

Bike touring routes & trails

Canada

Ontario

Toronto

Boo Trail, Don River Trail – Don River Valley loop from Sunnybrook Park

Moderate

4.5

(41)

276

riders

Boo Trail, Don River Trail – Don River Valley loop from Sunnybrook Park

01:36

26.5km

170m

Cycling

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: May 27, 2026

Tips

Includes a segment that goes up or down a series of steps

You may need to carry your bike.

After 26.4 km for 33 m

Waypoints

Start point

Train Station

Get Directions

720 m

Boo Trail, Don River Trail

Highlight (Segment) • Trail

Very nice stretch of the Don river trail.
Only downside is broken asfalt of the trail so ride is a bit bumpy.

Tip by

3.43 km

The Don River Valley cuts through Toronto in a surprisingly wild stretch of forested ravines, wetlands and multi-use trails just beyond the downtown core. Shaped by the Don River flowing through it, the valley is one of the city’s largest natural corridors, with paved and dirt paths passing beneath bridges, alongside marshes and through dense tree cover that feels far removed from the surrounding city.

Tip by

5.87 km

View of the Don River from the Pedestrian Bridge

Highlight • Viewpoint

This bridge connects the trails on either side of the Don River. There are great views from the middle of the bridge, especially during the autumn colour season.

Tip by

8.56 km

Monsters for Beauty, Permanence, and Individuality by Duane Linklater

Highlight • Monument

Stop just before the Bloor Viaduct bridge to see artist Duane Linklater’s sculpture series: Monsters for Beauty, Permanence, and Individuality. Linklater, who is Omaskeko Cree from Moose Cree First Nation, has made concrete casts of some of Toronto’s most distinct gargoyles and placed them in the Don Valley. He says that gargoyles appeared around the city as resource extraction accelerated, especially along the Don. To meet the needs of the growing city, the valley’s hills were carved away for their clay and minerals and the Don River was straightened, twice. So, it’s somewhat fitting that these creatures have found their way back to where they began. For more info, check out this article: donrivervalleypark.ca/news/dont-miss-the-don-valleys-new-gargoyles

Tip by

8.84 km

Prince Edward Viaduct (Bloor Street Bridge)

Highlight • Bridge

Also called Bloor Street bridge have been built in 1918. It is double-decker arch bridge with 500m length and 40m height.
There are 5 traffic lanes plus two bicycle lanes on the upper level and two lanes of subway on the lower level.
It is fascinating to marvel mechanical engineering of it's construction.
Enjoy and respect

Tip by

8.94 km

Monsters for Beauty, Permanence and Individuality Sculptures

Highlight • Monument

Good spot to stop for a drink

Tip by

13.3 km

Bayview Avenue Bike and Pedestrian Lane

Highlight (Segment) • Cycleway

Finally we got dedicated bike/hike lane on Bayview, south of Rosedale Valley Rd. Trail parallel to this, along the Don River is broken and busy so this is excellent alternative to connect to the other trails in the Toronto bike system. Thanks City for spending our tax money wisely.

Tip by

19.4 km

Evergreen Brick Works

Highlight • Structure

Old quarry turned into a Park.

Tip by

26.5 km

End point

Train Station

Way Types & Surfaces

Way Types

24.6 km

852 m

683 m

165 m

153 m

< 100 m

Surfaces

24.5 km

1.34 km

397 m

169 m

104 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Weather

Today

Tuesday 28 July

27°C

19°C

45 %

Additional weather tips

Max wind speed: 22.0 km/h

to get more detailed weather forecasts along your route

Comments

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Boo Trail, Don River Trail – Don River Valley loop from Sunnybrook Park

Boo Trail, Don River Trail

Don River Valley

View of the Don River from the Pedestrian Bridge

Monsters for Beauty, Permanence, and Individuality by Duane Linklater

Prince Edward Viaduct (Bloor Street Bridge)

Monsters for Beauty, Permanence and Individuality Sculptures

Bayview Avenue Bike and Pedestrian Lane

Evergreen Brick Works

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