Bowral, Australia

With a population of just 10,764, Bowral may seem like a quaint country town, but the reality is a place that caters more to retirees than young families. The town has become a haven for Sydney's empty nesters, with over a third of the population aged 65 or older. While the idyllic gardens and European-inspired architecture are a draw, the bureaucracy can be a persistent headache, and the chilly winters with occasional snowfall are a far cry from the sunny beaches of the coast. Bowral is best suited for those seeking a quiet, leisurely lifestyle away from the hustle and bustle of the city.