Visit Citta della Pieve Italy: A Masterpiece in Central Italy

Visit Citta della Pieve and step into a town where Renaissance art, medieval charm, and Umbrian traditions come together on a single hilltop. Birthplace of Pietro Perugino, Raphael’s teacher, this brick-red jewel shows off frescoes glowing with centuries of history, saffron-lined alleys, and sweeping views over the Val di Chiana. Beyond its artistic treasures, the town invites you to savor rustic dishes, wander cobbled streets, and explore wineries in Umbria just outside its walls. It’s an authentic stop that blends culture, flavor, and landscapes into one unforgettable experience.

Visit Citta della Pieve in Italy

Wander through the Cathedral of Santi Gervasio e Protasio

Step inside the Cathedral of Santi Gervasio e Protasio and you’re greeted by layers of history, from its Roman origins to its Baroque glow. At the heart of Città della Pieve, this church holds treasures by Perugino and Pomarancio, including tender depictions of the Madonna and Child that connect the village’s past to its artistic soul.

Walk to one of the narrowest streets in Italy

Squeeze your way into the Baciadonne, a cheeky alley barely wide enough for one person. Legend says it was named for secret kisses, and walking through today feels like stepping into a playful piece of Città della Pieve’s past. It’s quirky, romantic, and totally photo-worthy.

Climb the Rocca

Climb up to the four-tower Rocca and you’ll see why this fortress was such a big deal. Perched between Umbria and Tuscany, it once kept watch over rival territories, but today it rewards you with sweeping views across Lake Trasimeno, Orvieto, and even Perugia. A slice of history with a nice panorama.

Pause in the main plaza

The beating heart of Città della Pieve is its main square, Piazza Plebiscito. Stroll over and you’ll instantly be surrounded by café tables, locals catching up, and the gentle hum of village life. Grab a gelato or an espresso, admire the town hall’s brick façade, and let the rhythm of everyday Umbria sink in.

Experience Local Culture at Palio dei Terzieri

Visit Città della Pieve in August and you’ll catch the Palio dei Terzieri, the town’s biggest party. Picture archers in medieval dress, drums echoing through the alleys, and flags flying high as the three districts battle it out for bragging rights. It’s loud, colorful, and feels like stepping straight into a Renaissance festival, an absolute highlight if you’re around.

Visit Città della Pieve and its surroundings

Sip beneath Medieval Walls

12 miles away, Castello di Montegiove is nestled in Montegabbione, Umbria, a castle-estate cultivated by the Marquises Misciattelli since 1780. The grounds rise among olive groves and vines, with stone walls that echo centuries of tradition. A visit here means touring medieval arches, sampling wines grown on slopes kissed by sunset, and soaking in views that stretch across valleys.

Drive to Lake Trasimeno

Only 30 minutes from Città della Pieve, Lake Trasimeno delivers the perfect mix of lazy afternoons and storybook views. Stroll Castiglione del Lago’s medieval walls, hop on a ferry to explore the tiny islands, or just sit by the shore with a glass of Umbrian wine as the sun drops over the water. It’s one of those places that makes your trip feel effortlessly memorable.

Explore organic farm life among vineyards

30 minutes from Citta delle Pieve, Torre Bisenzio in Allerona is a retreat built on simplicity and nature, with organic vineyards, olive trees, saffron fields, and a working farm spread over 450 hectares. The estate has preserved native cattle breeds like the Chianina for generations, and grows its own grapes for white, red, and rosé wines, all made with care and in tune with the land. Tastings happen in sunlit terraces or cooler indoor settings, paired with local olive oil and open views across the Umbrian hills.

Taste biodiversity

Cantina Monte Vibiano isn’t just a vineyard, it’s a castle-estate sitting in Mercatello, Umbria, surrounded by 350 hectares of woods, waterways, olive trees, and vines. The Fasola Bologna family has shaped this land with a strong commitment to nature: less than 40% of it is cultivated so the rest stays wild and supports local biodiversity. Tasting here takes place on terraces with sweeping views or inside historic cellars, where each wine reflects both the soil and the sustainability behind its making. A good day trip, 19 miles from Citta della Pieve.

Uncover biodynamic Sangiovese on Montepulciano Hills

Croce Di Febo is a family-run winery in Montepulciano that merges tradition and organic, biodynamic farming. Their vineyards thrive under minimal interference, no synthetic chemicals, and winemaking driven by nature’s rhythm. Sit among the vines, explore their cellar, and sample a biodynamic Sangiovese in a setting where history and landscape meet in balance. (Experience lasts ~1h25.)

Wander across Montepulciano

45 minutes from Città della Pieve, Montepulciano is where rolling hills, Renaissance charm, and legendary reds collide. Famous for its Vino Nobile, the town is dotted with historic cellars and family-run estates that put Montepulciano wineries firmly on the map. Between sips, wander cobbled streets, duck into fresco-filled churches, and admire stone palazzi that echo the Renaissance flair also tied to Perugino of Città della Pieve.

Looking for inspiration? Add this spot straight to your list of things to do in Montepulciano, it’s one of Tuscany’s most rewarding day trips.

Visit the medieval wonder of Orvieto

About 50 minutes from Città della Pieve, Orvieto rises on its volcanic rock like something out of a movie set. The Duomo alone, with its dazzling Gothic façade and fresco-packed chapels, is reason enough to go, but the real magic is how much there is to uncover beyond it. Wander through underground caves, sip crisp Orvieto Classico, and soak up the mix of Etruscan roots and Renaissance flair that define the town.

If you’re building your itinerary, Orvieto easily lands high on the list of things to do in Orvieto, especially if you’re pairing art, history, and wine in one unforgettable stop.

Good to Know before visiting Città della Pieve