Castles around San Giovanni D'Asso are primarily centered around the medieval village of San Giovanni D'Asso in Tuscany's Crete Senesi. The San Giovanni D'Asso Castle, dating back to the 13th and 14th centuries, is a significant fortified structure built of brick, featuring both defensive and palatial architectural elements. It houses the first Truffle Museum in Italy, celebrating the region's renowned white truffles. Perched on a hilltop, the castle offers views of the surrounding Sienese countryside.
Last updated: June 30, 2026
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Castello Tricerchi extends over 400 hectares on the northern slopes of Montalcino , 13 of which are dedicated to Sangiovese Grosso , and suited to the production of Brunello and Rosso di Montalcino . At the center of the property stands the Castle, completed in 1441 by the Tricerchi family , and today the home and company headquarters of their direct descendants, the Squarcia family. – 1290 – The Tricerchi family was part of the Sienese oligarchy and a member of the Government of the Nine: the council of nine noble families who governed the city of Siena. – 1330 – The Tricerchi family became supervisors of the Biccherne, a magistracy of Siena that dealt with the finances of the Republic, and was headed by the Monks of San Galgano. – 1441 – The Tricerchi family completes Castello Tricerchi in Montalcino, on the Via Francigena. – 1569 – Under the Grand Duchy of Tuscany, by appointment of the Medici family of Florence, the Tricerchi family were elevated to the rank of nobility, carrying out important public functions in the city of Siena and obtaining the administration of Montalcino. – 1600 – Spanish domination, Tricerchi Castle a point of reference for pilgrims travelling to Rome. – 1700 – Construction of the chapel dedicated to the Virgin of the Veil, which houses a fragment of the Virgin's Veil and the accompanying Papal Bull. In the same year, the family received a plenary indulgence. – 1800 – the castle and its properties passed from Maddalena (Nena) to her firstborn Julio Squarcia, founder of the current family. Tricerchi Castle was built in the 13th century on the Via Francigena in Montalcino by the Altesi family and completed in 1441 by the Tricerchi family. The 6,000-square-meter structure is a typical example of medieval fortified keep architecture, featuring numerous decorative motifs attributed to Baldassarre Peruzzi, a well-known artist of the period. Over the centuries, the castle served as a refuge and protection for those who, along the Via Francigena, made their pilgrimage to Rome. In the 17th century, the chapel, originally located within the fortified walls, was moved to the end of the avenue and dedicated to the Virgin of the Veil. A fragment of the Veil, certified by papal bull, is still kept inside. With Ministerial Decree 1982, Tricerchi Castle was declared part of Italy's historical and artistic heritage.
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Very cool place for water refilling. Nice artwork.
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zero tourists and peace of mind, to get there a very challenging climb with peaks of 21%
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In the current village is still visible a tall tower, formerly the keep, reduced in height with a high chamfered base and topped by a 'redondone' (dripstone) to delimit its vertical feature and a small window on each side. Within the walled circuit is the church of San Biagio, of Romanesque origin.
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Vignoni Alto, a picturesque medieval village perched on a hill, offers breathtaking views of Castiglione d'Orcia and the Val d'Orcia. With its rich history dating back to the eleventh century, the village is a living monument of feudal times, with remains such as a high tower and the Romanesque church of San Biagio. Despite its small population of only 28 inhabitants, Vignoni Alto retains its unique charm and character. The spectacular views of the Orcia Valley below complete the visit to this well-preserved Tuscan fortified hill town.
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The Castello Tricerchi extends over 400 hectares on the northern slopes of Montalcino. 13 hectares are dedicated to the cultivation of Sangiovese Grosso, the vines that produce Brunello and Rosso di Montalcino. In the historic cellars of Castello Tricerchi, Brunello di Montalcino and Rosso di Montalcino are aged in oak barrels.
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The Castello Tricerchi is one of the oldest and most historic wine-producing castles in Tuscany. The castle was built in the thirteenth century on the Via Francigena near Montalcino by the Altesi and completed in 1441 by the Tricerchi. It covers 6000 m² and is a typical example of a medieval castle with a fortified keep, decorated with motifs attributed to Baldassarre Peruzzi, a famous artist of the period.
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The primary historical site is the San Giovanni D'Asso Castle, a 13th-14th century fortified structure known for its blend of defensive and palatial architecture. Other notable historical castles include the ancient Tower of Vignoni Alto, the Lombard-period Bibbiano Castle with its moat and battlements, and the imposing Montalcino Fortress built in 1361.
Yes, several sites are suitable for families. The Montalcino Fortress is listed as family-friendly, offering a chance to explore its ramparts. The Bibbiano Castle, with its drawbridge and battlements, can also spark imagination. Additionally, the San Giovanni d'Asso Historic Village itself is family-friendly and offers facilities and a playground.
For breathtaking views, visit the Montalcino Fortress, where the panorama from its ramparts extends over Monte Amiata, the Crete Senesi, Siena, and the Val d'Orcia. The Tower of Vignoni Alto also provides picturesque views of Castiglione d'Orcia and the Val d'Orcia. The San Giovanni D'Asso Castle, perched on a hilltop, offers scenic views of the surrounding Sienese countryside.
The San Giovanni D'Asso Castle is home to the first Truffle Museum in Italy (Museo del Tartufo). Located in the castle's underground vaults, the museum explores the history, legends, harvesting techniques, and culinary uses of truffles, making it a unique attraction for food enthusiasts.
The region is beautiful year-round. However, visiting in autumn, particularly November, offers a unique experience as the San Giovanni D'Asso Castle hosts the annual White Truffle Market Exhibit. Spring and early autumn generally provide pleasant weather for exploring the outdoor sites and enjoying the scenic views.
While many historic castles may have limited accessibility due to their age and structure, the San Giovanni d'Asso Historic Village, which encompasses the castle, is noted as being wheelchair accessible in parts, allowing visitors to enjoy the village and its views.
The area around San Giovanni D'Asso is excellent for outdoor activities. You can find numerous routes for running and cycling. For example, explore running trails like the 'Country Lane – Enchanted Forest loop' or 'Cemetery of Pieve a Salti – Enchanted Forest loop'. Cyclists can enjoy cycling routes such as the 'Buonconvento – Via Francigena Gravel Route loop' or 'View of the Crete Senesi – Beautiful scenic viewpoint loop'.
The San Giovanni d'Asso Historic Village itself offers facilities, including places to eat. For other castles, it's advisable to check the nearby towns or villages for dining options. Montalcino, for instance, offers various cafes and restaurants near its fortress.
The San Giovanni D'Asso Castle showcases a unique blend of architectural styles from the 13th and 14th centuries. It features an older fortress-like section with bastioned walls and turrets, alongside a section resembling an urban palace with Gothic arches and a vast courtyard, all constructed primarily of brick.
While the San Giovanni D'Asso Castle is the most prominent, the region has other historical sites. Castiglion del Bosco, an ancient village with a medieval castle, now functions as a luxury hotel but is set in a beautiful natural area. The Bibbiano Castle, though unmaintained in parts, offers a genuine glimpse into a Lombard-period fortress.
Visitors frequently appreciate the rich history and the stunning panoramic views offered by these ancient structures. The blend of defensive architecture with palatial elements, as seen in the San Giovanni D'Asso Castle, is often highlighted. The unique experience of the Truffle Museum and the opportunity to step back into the Middle Ages at places like Bibbiano Castle are also popular.


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