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The difference in temperatures between the coast and inland is exaggerated, what Observatory Hill loses in the daytime it makes up for at night, it's summer mean (81-10) is the same as Bankstown and only slightly less than Richmond and the Airport. Sydney is not like LA, the difference is not that dramatic. Over the course of the year Observatory Hill is the warmest station in Sydney.
As to the question, it's possible that Boston's short, sharp summers would feel hotter because the rest of the year is so much colder.
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