Leaside Bennington

Explore Leaside Bennington

Now is the time for residents to experience all that tourists have been raving about for years. Discover shops, stops, places and spaces on city main streets. Stay curious, Toronto.

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We hope that you enjoyed exploring this Toronto neighbourhood and found many other points of interest along the way. While StrollTO highlights some of the 'hidden gems' in the neighbourhood, there may be others that could be included in a future edition. Would you like to share a point of interest that you discovered in the neighbourhood? Email us at StrollTO@toronto.ca.

Neighbourhood Stroll

This neighbourhood spans a large swathe of land close to the Don River, and features the historic area of Leaside, as well as some of the most spectacular ravine landscapes available in the city. Leaside continues to maintain its historic character as a product of the Garden City movement, with beautiful homes, architecturally-stunning apartment blocks, gently curving streets, serene green spaces, as well as remnants of an industrial past. Explorers of the vast green spaces along the Don River throughout this area will be transported into a lush, natural world that seems far away from the city. Fantastic local businesses can be found throughout the area, particularly along Bayview Avenue in the Bayview-Leaside BIA.

Main Streets: Bayview Avenue, Eglinton Avenue East, Laird Drive
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Accessibility information: Most points of interest in this stroll are viewable from the street. Significant portions of Serena Gundy Park, Crothers Woods, and Don Valley Brick Works Park contain steep hills, stairs, and unpaved paths. Those wishing to move between Leaside Memorial Gardens and Evergreen Brick Works while avoiding Crothers Woods can do so by proceeding across the Millwood Overpass to Pape Avenue, turning right on O'Connor Drive, turning left on Broadview Avenue, and then turning right on Pottery Road to Bayview Avenue.

The StrollTO itineraries may follow routes that do not receive winter maintenance. Please review winter safety tips and for more information contact 311.

Soundtracks of the City

From global superstars to local favourites and ones to watch, the Soundtracks of the City playlists all feature artists who have called Toronto home. Whether it’s a lyric about the neighborhood, an artist representing a cultural community, or a tie-in to the StrollTO itinerary itself, all the music reflects connections to an individual ward or the City as a whole.

Music was chosen based on an artist’s Spotify presence and each song’s broad appeal, as well as its associations with the cultures, languages and ethnicities that reflect Toronto’s neighborhoods and diverse music scene. Soundtracks of the City combines 425 songs that feature more than 500 different local artists or acts, showcasing songs in 23 different languages.