The Top 20 Castles in Siena
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 20
beautiful castles to choose from in Siena. Just browse our list to find your top castle , and add some history to your next adventure!
beautiful castles to choose from in Siena. Just browse our list to find your top castle , and add some history to your next adventure!
Last updated: October 6, 2025
It is a small, cozy village surrounded by a castle wall on top of the mountain. There are restaurants and souvenir shops on the market square.
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Brolio Castle, located in Gaiole in Chianti, bears the signs of the most diverse eras of which it is a witness: from the medieval bastions, to the Romanesque, neo-Gothic theme, up to the Tuscan nineteenth century.
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The castle of Brolio, surrounded by the vines that produce the most famous wines in the world. For bicycle lovers it is located on the permanent route of the Eroica, for wine lovers its cellar cannot miss a visit.
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This is Vignoni Alto: a small aggregate made up of buildings that belonged to the ancient castle of the same name. Its origins date back to the eleventh century, as a possession of the Abbey of Sant'Antimo.
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The foundation of the abbey of S. Salvatore all'Isola, dating back to 1001, is due to Ava, a noblewoman of the Lambardi di Staggia family. The place where the monastery …
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The Brolio Castle is the first striking point of the Eroica, the cycling event for classic bicycles. After starting from Gaiole and warming up on the gently ascending road up …
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The approximately 600 m long fortress wall on top of the hill is already visible from afar. In the round of these walls today it is very touristy. Still worth …
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This is the Spedaletto castle: "a fortified architectural complex located in the rural locality of the same name in the municipal area of Pienza along the Provincial Road 53".
Source: artsandculture.google.com/entity/castle-of-spedaletto/g11b5m68f7b?hl=en
Source: artsandculture.google.com/entity/castle-of-spedaletto/g11b5m68f7b?hl=en
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A splendid
Village to see but it makes you want with its climb on dirt road is not forgotten
Village to see but it makes you want with its climb on dirt road is not forgotten
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Currently blocked due to danger of collapse (07.06.2017)
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ChiusdinoRadda In ChiantiAscianoCasole D'ElsaSinalungaMontalcinoColle Di Val D'ElsaPoggibonsiMontepulcianoTrequandaSan Quirico D'OrciaGaiole In ChiantiCastiglione D'OrciaSarteanoRadicondoliMonteroni D'ArbiaSan Giovanni D'AssoBuonconventoMonteriggioniMonticianoSovicilleRadicofaniPienzaMurloRapolano TermeCastellina In ChiantiSan GimignanoSan Casciano Dei BagniCastelnuovo Berardenga
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