Toronto came out on top in Canada and was sixth overall in North America, thanks to its score of 40.94 out of 100.
The city scored highest in several metrics: dining and nightlife, lifestyle and recreation, and tech and connectivity.
Vancouver was second in Canada — 13th overall — with 33.25, recognized for its recreation and environmental sustainability.
The No. 3 — and No. 18 overall — cool spot in Canada was Calgary, with 27.71, showing a strong performance in social engagement and dining.
Rounding out the top 10 Canadian cities in descending order were: Montreal (with a score of 25.48), Edmonton (24.9); Winnipeg (20.79); Ottawa (19.92); Quebec City (15.68); Kitchener (15.61) and Hamilton (14.91).
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Meanwhile, the top spot for coolest city in North America went to New York City, unsurprisingly, which boasted a score of 72.68. The Big Apple dominated in all categories, excepts population and sustainability.
Washington, D.C., was a distant second with a score of 48.75, followed by Los Angeles (48.66), San Francisco (44.63) and Portland (42.26).
The data shows Mesa, Ariz., is the least coolest city with a meagre score of 11.41.
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