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Originally Posted by Mouldy Old Schmo
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It's full of old money rich people, but it's also a well established urban neighbourhood near the heart of a big city. As such, the values and sensibilities of the people there aren't way out of line with neighbouring areas even if their economic interests are. It would be similar to the Upper East Side in Manhattan in some ways - they're wealthy, but they're still New Yorkers.
Their riding's (Notre-Dame-de-Grace - Westmount) MP at the federal level is a Liberal, Minister of Transport and former astronaut the Hon. Marc Garneau. In 2016 it was 57% for the Liberal, 21% NDP, and about 17% for the Conservative. In 2011 the Liberal and the NDP candidate were much closer, but the Conservative did about the same at around 17%. At the provincial level they're in a riding that incorporates part of western downtown, but they're also represented by a Quebec Liberal. So they're not the types of people who'd vote Conservative, but it's not a Quebec Solidaire or NDP stronghold either (as an Anglo riding of course the separatist QS would be a non-starter, but certainly sympathies towards the socialist parts of their platform are stronger in some other Anglo ridings). I suspect alot of the NDP votes in those federal elections came from the NDG part of the riding which is less wealthy, so really it's a Liberal area.
If it were in the US, it would definitely be the sort of place that would vote for Democrats, but I suspect Hilary might have been a bit more popular than Bernie Sanders amongst folks from there participating in the primaries, to elaborate on the comparison.