Montegridolfo (Romagnol: Mun't Gridòlf) is a comune (municipality) in the Province of Rimini in the Italian region Emilia-Romagna, located about 130 kilometres (81 mi) southeast of Bologna and about 20 kilometres (12 mi) southeast of Rimini. It is one of I Borghi più belli d'Italia ("The most beautiful villages of Italy").

The municipality of Montegridolfo contains the frazioni (subdivisions, mainly villages and hamlets) Cabaldo, San Pietro, and Trebbio. Montegridolfo borders the following municipalities: Mondaino, Saludecio, Sant'Angelo in Lizzola, Tavullia.

In the Middle Ages Montegridolfo was a cassero (fortified burg, known from 1148) contended between the Montefeltro and Malatesta families. In 1137 it was largely rebuilt to its present state after a destruction by Ferrantino Novello Malatesta, who had allied with the Montefeltro. After a short period under Cesare Borgia, it was acquired by the Republic of Venice, which in turn ceded it to the Papal States in the early 1509–10.

During World War II, Montegridolfo was across the Gothic Line.