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Best small medieval towns & villages in/near Val d'Orcia

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Does anyone have any recommendations for small medieval towns and villages, castles, fortresses and romanesque or gothic churches/pievi in or near Val d'Orcia, Crete Senese or nearby?

My boyfriend and I will be staying near Pienza in the Val d'Orcia in May. We've been to San Querico d'Orcia, Pienza, Montalcino, Castiglione d'Orcia, Rocca d'Orcia, Monte Oliveto Maggiore, Asciano and Sant'Antimo. And we've been to Siena, though I would call Siena a mid-sized, not small town.

We're thinking of going one day to Trequanda, Monticchiello, Castelmuzio & Petroio. Another day, we're planning to go to Radicofani. We'll also be going to Buonconvento and I think to Chiusi.

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