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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!

Last updated: October 12, 2025

Monteriggioni Walled Village

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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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 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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Decorative old walls with several restaurants.

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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

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A splendid
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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In addition to the beautiful village of Murlo, here you can admire 360 degree views.

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Explore Siena’s best castles region by region:

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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