VAL D’ORCIA IN THREE DAYS: MUST-SEE SIGHTS

A Romantic Escape: Discover the Timeless Beauty of the Val d’Orcia
For a romantic getaway or a slow-paced vacation exploring unforgettable landscapes that look like oil paintings, the Val d’Orcia is the perfect destination.
Located in the province of Siena, this UNESCO World Heritage Site is celebrated for its cultural landscapes—and those who have visited are never surprised by this recognition. Row after row of cypress trees and postcard-perfect scenery captivate travellers, alongside charming villages just waiting to be discovered. Slowly, of course.
Keep reading: we’ll guide you through what to see in the Val d’Orcia over three wonderful days.

Day One: Pienza, Monticchiello, and the Chapel of the Madonna di Vitaleta

Begin your journey through the Val d’Orcia in Pienza, the “Ideal City.”
Originally called Corsignano, it was transformed into the enchanting town we know today by Pope Pius II, designed according to Renaissance ideals.
The heart of Pienza is its main square, flanked by the cathedral and two notable palaces: Palazzo Borgia and Palazzo Piccolomini. While exploring, take time to sip a glass of wine at one of the cozy spots overlooking the hills—you’ll feel as if you’ve stepped into a painting.
A short distance away lies Monticchiello, a small village perfect for a romantic stroll and a leisurely lunch. Though it takes only minutes to wander through its charming streets, don’t leave without visiting a true hidden treasure: the Madonna and Child fresco by Pietro Lorenzetti, located inside the Church of Saints Leonardo and Christopher.
End your day at the Chapel of the Madonna di Vitaleta.
Standing solitary among golden fields and framed by cypress trees, it is one of the most photographed locations in all of Tuscany. You can reach it on foot after leaving your car along the nearby country road.

Day Two: Bagno Vignoni, Rocca d’Orcia, and Castiglione d’Orcia

Your second day begins in the picturesque village of Bagno Vignoni.
Although small, it is renowned for its ancient thermal pool located right at the village centre. Fed by an underground hot spring, the waters were known to the Romans, though today the main pool is no longer open for bathing.
Instead, enjoy a meal at one of the delightful local restaurants, savouring regional specialties such as Pienza’s famous pecorino cheese, paired with a fine glass of wine.
Next, head to Rocca d’Orcia, a hamlet of Castiglione d’Orcia.
The view of the fortress is striking—minimalist yet perfect in form. Sitting atop a hill, the fortress earned the nickname “the guardian of the Via Francigena,” overlooking a landscape dotted with ravines, rivers, and the ever-iconic rows of cypress trees.
Though partially ruined, the Rocca still retains its medieval character, standing as a testament to its crucial role during the Republic of Siena.
End your day in Castiglione d’Orcia, a quaint village easily explored on foot, like many others in the area.
Before leaving, be sure to pick up a few bottles of the excellent local red wine, a true taste of the region.

Day Three: Bagni San Filippo and Radicofani

The final day of your Val d’Orcia adventure starts at Bagni San Filippo, home to the stunning “White Whale.”
As you approach, you’ll notice the distinct scent of sulfur in the air.
These natural thermal baths, tucked away in the forest, are free and open to everyone. Pools connect through small cascading waterfalls, creating a breathtaking natural spectacle. Relax here for a few hours before continuing your journey.
Heading south, you’ll reach the medieval village of Radicofani, perched at the crossroads of Tuscany, Lazio, and Umbria.
Due to its strategic location, a watchtower was built here, offering sweeping views across the valleys. Wander through Radicofani’s quiet stone alleys and soak up the authentic atmosphere of a place where time seems to stand still.

There’s no doubt: the Val d’Orcia is one of Tuscany’s most beautiful treasures.
Are you ready to fall in love with it?