The Top 6 Castles around Sinalunga
A visit to a castle — whether you stumble over one during a hike outdoors or walk your way around the grounds with a guide — is always something special, and you’ve got 6
beautiful castles to choose from around Sinalunga. Just browse our list to find your top castle , and add some history to your next adventure!
beautiful castles to choose from around Sinalunga. Just browse our list to find your top castle , and add some history to your next adventure!
Last updated: December 6, 2025
Massaini Castle
Highlight • Castle
Among vineyards, olive groves and medicinal plants, stands Palazzo Massaini, a place where nature, tradition, Tuscan food and wine merge.
Source: palazzomassaini.com
Source: palazzomassaini.com
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Scrofiano
Highlight • Settlement
medieval village and Ghibelline fortress
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Gargonza Castle
Highlight • Castle
Pretty medieval village with perfectly preserved castle
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Gargonza Climb (La Chianina Ciclostorica)
Highlight (Segment) • Climb
From the crossroads of the state road, go up for about 5 km of dirt road to the castle of Gargonza. Not impossible woods and slopes, dirt road in good condition
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Modanella Castle
Highlight • Castle
Località Modanella is a small village, or frazione, within the municipality of Rapolano Terme in the province of Siena, Tuscany. It is renowned for the Castello di Modanella, a medieval …
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Looking for the best castles somewhere else? Discover other guides around Sinalunga:
Castellina In ChiantiRadda In ChiantiCastelnuovo BerardengaCasole D'ElsaColle Di Val D'ElsaPoggibonsiCastiglione D'OrciaSan GimignanoGaiole In ChiantiMonteriggioniPienzaMontalcinoSovicilleSan Quirico D'OrciaAscianoRadicondoliSan Giovanni D'AssoMurloMontepulcianoTrequandaRadicofaniBuonconventoTorrita Di SienaMonteroni D'ArbiaMonticianoChiusdinoSarteanoChianciano TermeRapolano TermeSan Casciano Dei Bagni
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