Geovelo does that. Not sure if it's available in Canada though
Bicycles
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A place to share our love of all things with two wheels and pedals. This is an inclusive, non-judgemental community. All types of cyclists are accepted here; whether you're a commuter, a roadie, a MTB enthusiast, a fixie freak, a crusty xbiking hoarder, in the middle of an epic across-the-world bicycle tour, or any other type of cyclist!
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Not sure if it’s available in Canada though
Seems to be installable for me (Canada), so I think it would work. Whether or not the app works well in Canada is another story.
Google Fit does this. At least, it can tell when I start and end a ride without me needing to tell it.