The origin of the town goes back to the times of Arab domination. Its castle was built in the 14th century, and renovated in 1518 when it was turned into the fortress-palace of Juan de Padilla. At that time locality acquired the category of villa that differentiated it from the nearby villages.
Today Mascaraque can testify to the urban aspirations characteristic of a villa, with its castle-fortress and several small palaces with distinctive shields.
During the War of Independence, the municipal archives were burned, so that little information is known about the past of the municipality. During the 19th century, it resisted the occupation of the Carlistas, and the population was defended with a militia of its own. During the invasion by the forces of Basilio (1837–1838), Mascaraque was the only population in the area which refused to give supplies requested by the Carlist generals, reason why the later government authorized them to include the phrase "They did not fear" in their coat of arms.
Castle of Mascaraque, built in 14th century. Ruined by wars, it was bought by José Manuel Sierra Frade and totally rebuilt between 1980 and 1985.
Church of Santa María Magdalena: 18th century
Ermita de Los Cristos: small chapel. Today it stores some reproductions of paintings by Juan Correa de Vivar
Notable people
Pedro López de Padilla: mayor of Toledo early 16th century; son of Sancho de Padilla (builder of Mascaraque Castle) and father of Juan de Padilla (1490–1521).
