Category
page 1Hilltowns in Tuscany
San Gimignano
Italian comune

Volterra
Volterra (; Latin: Volaterrae) is a walled mountaintop town in the Tuscany region of Italy. Its history dates from before the 8th century BC and it has substantial structures from the Etruscan, Roman, and Medieval periods.
Pienza
Pienza () is a town and comune in the province of Siena, Tuscany, in the historical region of Val d'Orcia. Situated between the towns of Montepulciano and Montalcino, it is considered the "touchstone of Renaissance urbanism".
Vinci
Italian comune in Tuscany

Cortona
Cortona (; ) is a town and comune in the province of Arezzo, in Tuscany, Italy. It is the main cultural and artistic centre of the Val di Chiana after Arezzo.

Montepulciano
Montepulciano () is a medieval and Renaissance hill town and comune in the Italian province of Siena in southern Tuscany. It sits high on a limestone ridge, east of Pienza, southeast of Siena, southeast of Florence, and north of Rome by car.

Pitigliano
Pitigliano (Central Italian: Pitiglianu) is a town in the province of Grosseto, located about south-east of the city of Grosseto, Tuscany, Italy. It is one of I Borghi più belli d'Italia ("The most beautiful villages of Italy").

Montalcino
Montalcino () is a hill town and (municipality) in the province of Siena, Tuscany, central Italy.
Colle di Val d'Elsa
Italian comune
Anghiari
Anghiari () is a hill town and municipality (comune) in the Province of Arezzo, Tuscany, Italy.

Monteriggioni
Monteriggioni is a comune in the province of Siena in the Italian region of Tuscany. It borders on the communes of Casole d'Elsa, Castellina in Chianti, Castelnuovo Berardenga, Colle di Val d'Elsa, Poggibonsi, Siena, and Sovicille. The town is architecturally and culturally significant; it hosts several piazzas, and is referenced in Dante Alighieri's Divine Comedy.
Barga
Italian comune
San Casciano dei Bagni
Italian comune
Radicondoli
Radicondoli is a comune (municipality) in the Province of Siena in the Italian region Tuscany, located about southwest of Florence and about southwest of Siena.
Casole d'Elsa
Italian comune
Castiglione di Garfagnana
Italian comune
Montecatini Val di Cecina
Italian comune
Val d'Orcia
valley and cultural landscape in central Italy; a World Heritage site

Settignano
thumb|La piazza di Settignano, [[Telemaco Signorini, 1880]]Settignano is a frazione on a hillside northeast of Florence, Italy. The little borgo of Settignano carries a familiar name for having produced three sculptors of the Florentine Renaissance, Desiderio da Settignano and the Gamberini brothers, better known as Bernardo Rossellino and Antonio Rossellino. The young Michelangelo lived with a sculptor and his wife in Settignano—in a farmhouse that is now the "Villa Michelangelo"— where his father owned a marble quarry. In 1511 another sculptor was born there, Bartolomeo Ammannati
Scrofiano
Scrofiano is a village in Tuscany, central Italy, a frazione of the comune of Sinalunga in the province of Siena. It is located on a hill in Val di Chiana, a few kilometers from Sinalunga proper.
Sommocolonia
Sommocolonia is a hilltop village in Barga, Lucca, Italy. As of 2022, it had a population of 21. The village was heavily damaged during World War II, where it was the site of a battle between the Wehrmacht and the African American 92nd Infantry Division. The village's population has gradually decreased since the 1930s, as most residents left in search of work.