7. Rooftop of Kensington Market
The bohemian heart of Toronto, Kensington Market is a recommended neighborhood to explore, with multicultural food and shopping, colorful street performers and vibrant art installations. Make your way to the rooftop of one of the parking structures and you’ll be rewarded with a lookout to the Toronto skyline, supplemented with some colorful Kensington graffiti.
8. Rooftop of the Thompson Toronto
A number of downtown Toronto hotels offer a sensational shot of the city skyline. The night view of CN Tower and the TO skyscrapers from the rooftop pool of the Thompson Toronto is undoubtedly one of the best.
9. Bathurst Street Bridge
Like your CN Tower with a side of trains? Head to the Bathurst Street Bridge and wait above the tracks until a train chugs its way into Union Station. Set up your tripod and long exposure at night to get those tasty light trails.
Bathurst Street Bridge on Foursquare
10. Ireland Park
Four out of five geese agree: Ireland Park, on the western edge of Toronto’s Queens Quay, is a great spot to observe CN Tower and the skyline during the sunset hours.
11. Toronto Driftwood Sign at Humber Bay Shores Park
It sounds like, sadly, this Instagram-popular Toronto driftwood sign is no longer standing in Humber Bay Shores Park. If it ever returns, or if another impressive installation takes its place (or even without it), make your way to this vantage point for the lovely CN Tower-plus-city backdrop. I also recommend a visit to the nearby architecturally awesome Humber Bay Arch Bridge.
12. Chester Hill Lookout
Chester Hill Lookout affords a farther-out view of the Toronto skyline. I wouldn’t call it a must-see, but if you find yourself in the neighborhood, it’s a very serene spot to take in the city.
Chester Hill Lookout on Foursquare