Di epoca romana, solo nel XI secolo la città viene denominata Macerata Feltria, ricostruita sulle macerie della distrutta Pitinum Pisaurense.
La Pieve romanica di San Cassiano a poca distanza dal centro
L’Area Archeologica di Pitinum Pisaurense con ritrovamenti di una necropoli medievale ed i resti di un edificio termale appena fuori del centro sulla strada che da Macerata Feltria conduce a Carpegna
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