2 Best Sights in Tuscany, Italy

Dating from the 13th century, La Rocca (The Fortress) has a plaque commemorating writer Ludovico Ariosto's brief tenure here as commissar general for the Este. Ariosto (1474–1533) wrote the epic poem Orlando Furioso (1516), among other works. You can only see the impressive walls and great entryway of the fort from the outside.

Built to both defend and control their new possession after the Sienese conquered Massa Marittima in 1335, the Fortezza dei Senesi crowns the upper part of town. Just inside the imposing Sienese gate is the so-called Tower of the Candle Holder, a massive bastion that is connected to the outer walls by the Arco Senese, a high-arched bridge. A visit to the tower gives access to the arch and to the upper city walls, where commanding views open before you.