Hill Towns of Tuscany

Latest page update: 6 March 2025

By: Dion Protani

The hill towns of Tuscany are one of the most evocative attractions of the region. No other Italian region can match the depth of illustrious names in this genre offered by Tuscany.

Topping the list are two UNESCO World Heritage Sites in San Gimignano and Pienza; the former often referred to the Medieval Manhattan due to its extraordinary collection of towers and the latter simply a Renaissance marvel.

Volterra, Montepulciano and Cortona are three further famous hill towns of Italy and mainstays of any serious Tuscan itineraries.

Hill Towns of Italy
Scenic Towns of Tuscany

San Gimignano

San Gimignano, Tuscany

Pienza

Pienza, Tuscany

Volterra

Volterra, Tuscany

Montepulciano

Montepulciano, Tuscany

Cortona

Cortona, Tuscany

Montalcino

Montalcino, Tuscany

Monterchi

Monterchi, Tuscany

Monteriggioni

Monteriggioni, Tuscany

Massa Marittima

Massa Marittima, Tuscany

San Miniato

San Miniato, Tuscany

Fiesole

Fiesole, Tuscany

Roccatederighi

Roccatederighi, Tuscany

Tuscany Top 10 - My Recommended Destinations in Tuscany

1. Florence
2. Siena
3. Val d'Orcia
4. Pisa
5. Lucca
6. San Gimignano
7. Giglio
8. Volterra
9. Pienza
10. Elba

👉 Explore the Top 10 Places to Visit in Tuscany

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