Not sure how one can seriously nominate anything other than Toronto. We might like qualities of other skylines but it's not like we'd nominate Quebec City, Edmonton, or Halifax to represent Canada in some global skyline competition.
Our best is Toronto by a country mile.
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World's First Documented Baseball Game: Beachville, Ontario, June 4th, 1838.
World's First Documented Gridiron Game: University College, Toronto, November 9th, 1861.
Hamilton Tiger-Cats since 1869 & Toronto Argonauts since 1873: North America's 2 oldest pro football teams
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