Italy · Partial ruin
Castiglion del Bosco
Castiglion del Bosco is a historic estate in Montalcino, Tuscany, containing the ruined remains of a medieval castle and the small borgo church of San Michele. The site sits within dense woodland on an elevated outlook in the Val d'Orcia and today combines agricultural land, vineyards and conserved historic monuments.
Its prime
1345
Today
Partial ruin
As it stood in 1345
The shape it held in its prime.
A small hilltop medieval fortress of pale grey ashlar and rubble stone: a rectangular tower fragment with a ground-level rounded-arch entrance stands attached to low, collapsed curtain walls that enclose an irregular courtyard of exposed foundations and earth. Roofs are absent and wall-tops are broken; the complex sits on a cleared terrace surrounded by dense oak and scrub woodland. Nearby the tiny borgo buildings and a small church occupy the enclosed cluster of structures.
Its story
The story of Castiglion del Bosco.
Castiglion del Bosco sits in dense woodland on an elevated outlook in the Val d'Orcia, within the comune of Montalcino in the province of Siena. Part of the tower and walls erected by the Cacciaconti di Trequanda family at the beginning of the 13th century remain visible, alongside the small borgo church of San Michele.
In 1318 the estate was taken over by the Gallerani family — prosperous merchants who held public offices in Siena. Its modern life is in wine: Castiglion del Bosco produces Brunello di Montalcino and was one of the founders of the Brunello di Montalcino Consortium. In March 2022 the estate began a new chapter with its transfer to an international family office.
Step inside
6 places to explore in 1345.
The record describes 6 distinct spots at Castiglion del Bosco — including 2 interiors: central courtyard, san michele church interior (altar and fresco). Create your own photoreal reconstruction and walk through every one — more scenes means more photos, more angles and more rooms of the immersive experience.
Create History
Recreate Castiglion del Bosco with AI to explore it.
The artist rebuilds it as it stood in 1345 — a photoreal walk that belongs to you alone. Pay with coins, no subscription needed.
Recreate Castle to Explore →Whose castle
Clans who held Castiglion del Bosco.
The families that held Castiglion del Bosco for a decade or more across its history — follow a name to its clan.
Cacciaconti
The Cacciaconti di Trequanda erected the tower and walls at the beginning of the 13th century.
Gallerani
Sienese merchant family who took over Castiglion del Bosco in 1318.
