Tuscan Towns Worth Visiting

Some famed, others slightly hidden and lesser known

Monteriggioni Italy


One of the most beautiful things about Tuscany is getting lost in the region’s small roads and discovering new hidden gems. Don’t know where to start? Here are some picks of the best Tuscan towns worth visiting – some famed, others slightly hidden and lesser known. Yet, they should be added to an itinerary for Italy.

Volterra

Volterra, though less frequented due to its remote location, is a town of significant historical importance. Perched 500 meters above the sea, it offers a picturesque sight worth the drive. Made famous in recent times by the Twilight trilogy, its main piazza is dominated by the imposing Palazzo dei Priori, while the neighbouring Volterra Cathedral is a treasure trove of history dating back to 1120. The town is also renowned for its alabaster, a soft marble-like material that creates ornate statues. Volterra’s history dates back to Etruscan times, with ancient Roman ruins, including 3rd-century baths, also on display. 

San Gimignano

San Gimignano is an iconic sight known for its hilltop and stone towers. In the 14th century, 72 Torre (towers) filled the sky; their height symbolised wealth, power and prestige. Today, only 13 remain. Known as the Medieval Manhattan, on approach, the town’s silhouette is reminiscent of the New York skyline; once within its 13th-century walls, it’s a time capsule dedicated to the Middle Ages. Climb the tallest remaining tower, Torre Grossa, at 54 meters, its peak reached by climbing 218 steps. Make time to grab a cone or cup at the award-winning gelateria, Dondoli, for saffron-infused Crema di Santa Fina or a zesty Champelo (grapefruit with sparkling Vernaccia wine).

Tuscan Towns worth visiting San Gimignano
San Gimignano © Bjorn Agerbeek

Monteriggioni

This tiny town between San Gimignano and Siena is frozen in time and ideal for picture-taking within its quaint lanes surrounded by fully intact 13th-century walls. Once a garrison town, its lack of public transport means it’s retained much of its original charm. Artisan stores line via Maggio with the best seats to people watch on Piazza Roma, ideally with a glass of local Chianti wine in hand, basking in the Tuscan sun. Should you seek a stayover, the town has one hotel with twelve boutique rooms open during the warmer months. Making it a unique stop on the Tuscan towns worth visiting list.

Pienza

Known as the pecorino capital of Tuscany, a delicious sheep’s milk cheese, Pienza is a picturesque hilltop town ideal for the food and architect lover.  Lined with exquisite 15th-century buildings, two standouts include its Renaissance Cathedral and Piccolomini Palace, once the summer residence of Pope Pius. If travelling in early September, this UNESCO World Heritage Site within Val d’Orcia is a must-see for its annual cheese festival, Fiera del Cacio.

Main photo: Monteriggioni © Shalev Cohen

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