Montescudo borders the following municipalities: Coriano, Faetano (San Marino), Gemmano, Monte Colombo, Sassofeltrio.

In the Roman era it was a station of the military mail service from Rimini to Rome.

In the late Middle Ages, through a series of bloody struggles, it was contended by the House of Malatesta of Rimini and by the Dukes of Urbino.

[2] The town was effectively razed during an engagement on the Gothic Line in the Second World War.

[4] On 1 January 1996, Montescudo joined the municipalities of Gemmano, Montefiore Conca, Saludecio, Mondaino, Montegridolfo, Monte Colombo, San Clemente, and Morciano di Romagna formed the Valconca Union.