Throughout the period it was the capital of Wallachia, the Royal Court ("Curtea Domnească") had been constantly refurbished and extended. The compound was surrounded by stone walls and a moat and a new church and a tower had been built. Vlad III Dracula later added the Chindia Tower, now a symbol of the city.
Starting with 1465, for the next two centuries, the rulers alternated the capital between Târgoviște and Bucharest, often on political reasons, as the former was preferred by the rulers who were friendlier toward Transylvania and the King of Hungary. Throughout the 15th and 16th centuries, Târgoviște was a major trade hub, especially with Poland, Brașov and Sibiu.
By the 16th century, the Romanians became majority in the city, as some Saxons left for Transylvania and others were assimilated. Greeks merchants began to settle in the city, especially after 1500, while Greek monks settled in the nearby Dealu and Panaghia.
As the capital of Wallachia, Târgoviște faced numerous sieges and invasions. In 1395, it was sieged and set on fire by Bayezid I. In 1457, the townsfolk of Târgoviște was punished by Vlad III Dracula for their involvement in the assassination of his brother: the elite of city was killed, while the young people were sent to work at his Poenari Castle
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