Valdorcia, a paradise nestled in the heart of Tuscany, is a region of Siena where nature and history exist in perfect harmony. Picture gently undulating hills blanketed with vineyards, olive groves, and rows of cypress trees, interrupted only by the silhouettes of medieval towns, stone villas, and ancient castles rising in quiet dignity. This idyllic landscape, now a UNESCO World Heritage Site, reflects Renaissance ideals of beauty and balance—proof that nature, when shaped with care, can become art.

Whether it’s the golden glow of summer wheat fields and sunflowers or the mystical silence of winter mist, Valdorcia reveals a different kind of magic with every season. There is no “perfect” time to visit—only different moods of the same timeless soul.

Places to visit

Southern Tuscany’s breathtaking scenery—hilltop villages, rustic farmhouses, winding vineyards, and golden fields—evokes emotions that words can barely capture. To truly experience the best of Val d’Orcia, having a car is essential, whether you’re coming from Florence, Siena, or nearby regions. For a unique perspective, hot-air balloon rides are also available, offering a panoramic view of the valley from above.

When I visited during the winter of early 2021, pandemic-related restrictions limited some tourist activities. With only a short stay, I could visit just a few places, but even that brief encounter left a lasting impression. I know I’ll return one day to experience the full magic of this mesmerising region.

What follows is a curated overview of the most captivating sights and experiences in this enchanting valley, each a small piece of its timeless charm.

MONTALCINO, VALDORCIA

With its origins in the 13th and 14th centuries, this magnificent city is famous for its Brunello wine. The fortress of Montalcino is a fantastic viewpoint of the old town. Winding roads through vineyards are one of the most beautiful sights in the area. I was so overwhelmed by its beauty that my eyes almost watered. Apart from wine, it is also known for its honey, which you can purchase in any local shop.

PIENZA, VALDORCIA

A piccolo 15th-century picturesque town is one of the most beautiful and historical jewels of Tuscany. Palaces, cathedrals, and a town hall surround the main square, all built to show how a man could construct an ideal city around himself. It is also known as the ultimate Renaissance town.

And, most importantly, you have to try the famous aged sheep’s milk cheese called pecorino.

BUONCONVENTO, GLADIATOR AVENUE

The view surrounding here is probably one of the most breathtaking landscapes in the Val d’Orcia. Some of the most famous scenes from the movie Gladiator have been filmed here, and also, in reality, this place is incredibly magical, romantic, and one of the most beautiful photo spots.

I had also stopped by to take some romantic movie-quality photos, which was a complete fail since I ruined my non-designer boots when I stepped into a puddle of mud out of pure excitement. The soil had been moist from the rain that morning. What an ignorant move I made! Still, what an incredible experience I had.

SAN QUIRICO, VALDORCIA

There is another small medieval town that has gardens and cathedrals. Due to COVID restrictions, the place barely had enough tourists or even locals, but the shops and restaurants were open for a small bite. As I walked through the ancient streets, I discovered this great restaurant where I got a plate of Pici All’Aglione, pici, a handmade, fat spaghetti served with garlic sauce, made from a mixture of smooth tomato with more garlic.

POGGIO COVILI, CYPRESS AVENUE

The characteristic feature of Val d’Orcia is the countless photogenic avenues of cypress trees that lead to the respective farms, wineries, or estates. Poggio Covili farm, located on the SR2 road, is one of the most popular photo spots in the long, picturesque avenue.

Here is where some of the best Instagram pictures of Tuscany turn up. It is one of the most picturesque streets in the area, and if you are driving through Val d’Orcia, it is most certainly worth a stop.

CASTIGLIONE, VALDORCIA

Castiglione d’Orcia marks the border between the Val d’Orcia and the forests covering Monte Amiata. A number of its medieval characteristics, including its narrow streets, steep staircases, and covered walkways, have been preserved. The ruin of the Campigliola tower is a popular viewpoint in the village.