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These cities are the second biggest in their respective countries (with the exception of San Francisco) and are generally considered hip alternatives, popular with artists, students, etc...
London - Dublin - Vienna - Dubrovnik - Athens - Budapest - Berlin - Sydney!
Those are all (with the exception of Dubrovnik) the capitals/largest cities of their respective country
Out of the cities listed: Montreal (and San Francisco).
Other second largest cities I really like: Hamburg (!), Osaka, Busan, Porto, St. Petersburg and Göteborg. Graz is also quite nice
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