The answer is not dissimilar to the challenge of those book lists where reading enthusiasts try to identify the best books of all time.
Heathcote's comment regarding judging cities might equally apply to books:
Of course, the ultimate difficulty with these surveys is that tastes are individual. I find London infuriating but –with the possible exception of New York – couldn’t think of anywhere else I’d rather live. “The city is a unique and private reality,” wrote Jonathan Raban, author of Soft City. He proposed that his London was a “soft city”, a place that everyone remakes in their own manner, in which every place evokes a personal memory or connection and which we navigate through our own unique mental maps. Our cities are our own – we make them inside us. No city means the same to two people so how on earth can we measure them?
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