Autumn 2025: a day in Sansepolcro and Anghiari, two must-see villages.

This autumn treat yourself to a perfect getaway less than an hour from Poggio del Drago

Amid the Tuscan hills lies an autumn itinerary that combines history, art, and nature: a visit to the villages of Anghiari and Sansepolcro. Both are located in the Tuscan Valtiberina, a valley rich in charm and traditions, about 50 minutes by car from the B&B Country House Poggio del Drago.

This privileged location makes the property the ideal starting point for a day discovering two unique destinations. In autumn, when the foliage colors the countryside with warm and evocative hues, strolling among medieval walls, Renaissance squares, and artisan workshops becomes an unforgettable experience.

The tranquility of Anghiari and the elegance of Sansepolcro blend into a journey that allows you to experience the best of the most authentic Tuscany. After a day of exploration, returning to Poggio del Drago offers the pleasure of relaxing in the peace of the Valdichiana countryside.

Anghiari, one of the most beautiful villages in Italy

Anghiari is a village that has preserved its medieval soul and is listed among the Most Beautiful Villages in Italy. Walking along the evocative “ruga,” the steep street that crosses the center, you can breathe an authentic atmosphere made of stone, picturesque views, and timeless silence.

The town is linked to the famous Battle of Anghiari of 1440, immortalized by Leonardo da Vinci in a work unfortunately lost, but which made the village famous in European history.

Awarded the Orange Flag by the Italian Touring Club, Anghiari is wonderful in autumn and perfect for those who love small towns full of character, where the slow pace invites you to discover details: ancient walls, medieval towers, and the panoramic views over the surrounding Valtiberina.

What to see in the historic center of Anghiari

The historic center of Anghiari is a maze of cobbled alleys, historic palaces, and views that tell centuries of history. Among the must-see stops is Palazzo Taglieschi, now the State Museum, which houses works by Jacopo della Quercia and Della Robbia terracotta.

Also worth visiting are the Church of the Badia, with millenary origins, and the Oratory of the Cross, tied to Franciscan spirituality. The Battle Museum allows visitors to delve into the historic clash of 1440 and the connection with Leonardo da Vinci, while the Palazzo Pretorio impresses with its carved coats of arms and 15th-century frescoes.

This autumn, walking among workshops and studios, you will discover the artisan tradition of woodworking, still alive and passed down through generations.

Montauto, nature and spirituality around the village

The surroundings of Anghiari preserve places that combine history, nature (with marvelous autumn colors), and spirituality.

Among them stands out the Castle of Montauto, an imposing medieval fortress linked to St. Francis of Assisi, who left his robe here in 1224. Although the castle is private and not open to visitors, it remains a valuable testimony of local history and is now often chosen as a venue for events and weddings.

Not far away lies the Monti Rognosi Nature Reserve, perfect for autumn excursions among woods, trails, and unspoiled landscapes to explore on foot, by bike, or on horseback.

Also worth a stop is the evocative Church of Santo Stefano, a rare example of early medieval religious architecture, fascinating for its simplicity and intimate atmosphere.

Poggio del Drago: your ideal base between Anghiari and Sansepolcro this autumn

The B&B Country House Poggio del Drago is the perfect retreat for those who wish to experience autumn in Tuscany between historic villages and charming landscapes. Immersed in the quiet of the Valdichiana, it offers its guests unforgettable colors: olive trees turning golden, hills shifting to red and orange, and clear skies framing serene days.

After visiting Anghiari, with its medieval walls and the famous “ruga,” or Sansepolcro, birthplace of Piero della Francesca and a treasure chest of Renaissance art, returning to Poggio del Drago means enjoying a true moment of well-being.

Here you can relax in the panoramic pool, stroll in the park dotted with oaks and olive trees, or rest in rooms cared for in every detail. In the morning, a genuine breakfast rich in local flavors will prepare you for new excursions. Poggio del Drago is more than a stay: it is the ideal starting point for a journey between art, nature, and relaxation.

Sansepolcro, city of Piero della Francesca

Sansepolcro is known worldwide as the birthplace of Piero della Francesca, one of the most important masters of the Italian Renaissance. Walking through the historic center, you can feel the artistic heritage of this great painter, who left an indelible mark on European culture.

In the Civic Museum of Sansepolcro you can admire some of his masterpieces, such as the famous Resurrection, a painting that enchants with its use of perspective and expressive power. Also not to be missed is the birthplace of Piero, now home to a foundation dedicated to him, which promotes research and the enhancement of his works.

Sansepolcro is not just a fascinating medieval village, but a true treasure chest of Renaissance art that still today tells the greatness of one of its most illustrious citizens.

From Piazza Torre di Berta to the Duomo: an elegant historic center

The heart of Sansepolcro is Piazza Torre di Berta, surrounded by historic palaces that recount centuries of city life. Although the tower that gave it its name was destroyed during World War II, the square retains a unique charm, with its arcades and noble residences. From here begins Via Matteotti, an elegant street leading to the Cathedral of San Giovanni Evangelista, an ancient Camaldolese abbey transformed in the 14th century.

Inside are masterpieces by artists such as Perugino and Bartolomeo della Gatta, as well as a precious 10th-century wooden crucifix known as the Volto Santo. Next to it is the Palazzo delle Laudi, seat of the Town Hall, with an elegant Renaissance loggia. Strolling through this center means immersing yourself in a noble and intimate atmosphere, where every corner invites contemplation and discovery.

Museums and nature: Sansepolcro’s lesser-known treasures

In addition to the famous Renaissance masterpieces, Sansepolcro preserves original and lesser-known treasures that enrich the travel experience. Among these stands the Aboca Museum, housed in an elegant Renaissance palace, which tells the story of medicinal herbs and their use in natural medicine.

Also remarkable is the Museum of Ancient Stained Glass, located in the deconsecrated church of San Giovanni Battista, where splendid historical stained glass windows and medieval fragments create a unique exhibition.

Completing the picture is the Medici Fortress, built in the 16th century by Giuliano da Sangallo, a testimony to the city’s strategic importance. Around the village, the green landscapes of the Valtiberina invite to slow walks among hills, trails, and cultivated fields. A mix of art, history, and nature that makes Sansepolcro surprising in every season.

October at Poggio del Drago: book your autumn escape

Autumn is the perfect time to experience the most authentic Tuscany: the warm colors of the hills, the scent of the earth after the rain, the villages coming alive with festivals and traditions.

At the B&B Country House Poggio del Drago, nestled in the Valdichiana countryside, all this becomes reality. After a day wandering through the medieval alleys of Anghiari or the artistic wonders of Sansepolcro, you can relax in an intimate and welcoming environment, with rooms curated in every detail, a breakfast rich in local flavors, and a pool that, even in autumn, offers moments of peace with views over the hills.

October is the ideal month for a romantic getaway, a regenerating weekend, or a slow holiday between nature and culture. Don’t miss the chance to experience an authentic stay: book your room at Poggio del Drago now and let yourself be enchanted by the Tuscan autumn.