Ville-Marie, Canada

With a population of just 2,409, Ville-Marie is a small urban center that may leave some Americans underwhelmed. This massive office and shopping complex, known as Place Ville Marie, is the heart of the city - but the vast underground network and brutalist architecture can feel labyrinthine and impersonal. Bureaucracy is a persistent headache, with the building's ownership and tenancy shifting constantly over the decades. And while the central plaza is a lively public space, the harsh Canadian winters make outdoor recreation a challenge for much of the year. Ville-Marie may appeal to those seeking an efficient, connected urban lifestyle, but its nondescript residential areas and relentless commercial focus are unlikely to enchant most expats.