Old Town, Rhodes Town
Concierge.com's insider take:
This maze of lanes is the oldest inhabited medieval city in Europe. The Knights of St. John, a military religious order organized in Jerusalem to care for Christian pilgrims, used it as their power base in medieval times. Ippoton, the "Street of the Knights," is a long cobbled lane lined with inns, a separate one for Knights from each country. Rhodes was the warriors' last defense against the Ottoman Turks, but in 1522, they were crushed by Süleyman the Magnificent and his army of 100,000. The mosque built shortly after his victory stands at the top of Sokratous Street.