10 magical towns in Tuscany

Are them on your bucket list yet?

All of Tuscany is dreamy, so choosing only ten magical towns from the entire Region is an arduous task. All of these places deserve some time and a slow visit to enjoy their charming atmosphere and surprising characteristics. Get lost in the narrow streets of these towns, walk among ancient buildings and enjoy the unspoiled landscapes, you'll discover the enchantment of the past, hidden in every corner.

This is a just list and we would be happy to know if it suits you, so please leave your opinions in the comments and let us know which ones are your favorites!

1. Pitigliano, Grosseto

A town carved out of tuff – both mysterious and fascinating. One of the most interesting places in Maremma, and maybe all of Tuscany. Stay until evening because nighttime is really wonderful here.

Pitigliano [Photo Credits: Bruno Tardioli]
Pitigliano [Photo Credits: Bruno Tardioli]

2. San Gimignano, Siena

This enchanting city of towers is one of Unesco’s World Heritage sites. There used to be 72 towers but now only 13 remain, giving their special character to this little jewel of a city in the province of Siena.

San Gimignano Photo Credits: Jason Pitcher ]
San Gimignano Photo Credits: Jason Pitcher ]

3. Montepulciano, Siena

If you’re looking for the classic Tuscan hill town with beautiful fields and vineyards, this is it. Situated at the intersection of two valleys, this beautiful town looks like the natural continuation of the hillside on which it was built. If you love good food and wine, be sure to visit it!

Montepulciano
Montepulciano

4. Volterra, Pisa

 A typically medieval city but with many Etruscan characteristics, this is a unique place. Its austerity is puzzling, and the best way to see it is by taking long walks to discover its hidden areas.

Volterra [Photo Credits: Yvonne L]
Volterra [Photo Credits: Yvonne L]

5. Pienza, Siena

The ideal city of Pope Pio II was built in only three years and celebrates the principles of Italian Renaissance. Perfectly beautiful, don’t miss it.

Pienza [Photo Credits: Mammaoca2008]<a href= " />
Pienza [Photo Credits: Mammaoca2008] 

6. Montecarlo, Lucca

A tiny town hidden away in the hills of Lucca. It seems to have appeared out of a children’s book, with its well-preserved town and the stunning natural landscapes.

Montecarlo [Photo Credita: Helga G]
Montecarlo [Photo Credita: Helga G]

7. Buonconvento, Siena

Situated in the area known as the Crete Senesi – an ocean of hills that make up harmonious landscapes – this small town is utterly charming. Surrounded by brick walls, it is a destination in the Val d’Orcia that shouldn’t be missed.

Buonconvento
Buonconvento

8. Cortona, Arezzo

Inspiration for the novel “Under the Tuscan Sun”, by Frances Mayes, which then became a film by Audrey Wells. An amazing place with an unspoiled landscape and a slow, easy rhythm of life. The lifestyle seen in the film can be witnessed on the small streets with its medieval palazzi, still inhabited by artisans, and trattorias with traditional menus.

Cortona [Photo Credits: Michele Mazzoli]
Cortona [Photo Credits: Michele Mazzoli]

9. Castelnuovo Berardenga, Siena

Nestled among the rich hills of Chianti, this town is a perfect example of Medieval architecture, with amazing churches, monasteries, castles and villas.

Castelnuovo Berardenga [Photo Credits: Maurizio Sorvillo]
Castelnuovo Berardenga [Photo Credits: Maurizio Sorvillo]

10. Castagneto Carducci, Livorno

At the heart of the Etruscan coast lies Castagneto Carducci, an amazing corner of Tuscany which is constantly recognized on both a national and international level for its extraordinary beauty. Don’t miss a visit to Bolgheri with its fantastic boulevard of cypress trees.

Castagneto Carducci [Photo Credits: Gianluca Neri]
Castagneto Carducci [Photo Credits: Gianluca Neri]

 Cover image credit: Claudia D'Aliasi

Cover image credit: Claudia D'Aliasi

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