Holiday apartment in Castellina in Chianti: Rocca, nature and Chianti culture

Castellina in Chianti lies among gentle hills with the characteristic landscapes of Chianti. The Via Romea Sanese pilgrimage route from Florence to Siena passes through Castellina as a historic stopover. When choosing a holiday apartment in Castellina in Chianti, the combination of local history, landscape, archaeology and culinary experiences provides clear points of reference.

Holiday apartment in Castellina in Chianti: Rocca, paths and panoramic views

From the top of the Rocca tower, the view extends over Castellina and the surrounding area of Siena as far as Volterra, and from the mountains of Casentino to Montemaggio. The Via delle Volte is a covered pedestrian passage in the historic centre; along its walls, an outdoor circular route runs between the open countryside and the town centre, with panoramic views eastwards towards Radda and Gaiole.

The Rocca di Castellina in Chianti was designed by Giuliano da Sangallo in the second half of the 15th century. The Museo Archeologico del Chianti is located in the historic centre within a Florentine fortress dating from the 15th century. Access to the Rocca is on the same level via the museum; a lift goes up to the first floor, while the levels above can only be reached by stairs.

Archaeology and churches in Castellina and Tregole

The Museo Archeologico del Chianti offers educational activities for children, young people, families and adults, as well as guided tours tailored to individual needs. Its collections include finds from the archaeological areas of Montecalvario and Poggino di Fonterutoli in Castellina. The reconstruction of the Montecalvario cart is also on display: a light two-wheeled currus with nine-spoked iron wheels and bronze and iron sheet decoration.

The Etruscan tomb of Montecalvario is only a short walk from Castellina’s historic centre. Its four burial chambers are oriented towards the north, south, east and west; each consists of a main chamber and side cells. The terrain is difficult and is not suitable for children or people with disabilities. The Romanesque church of San Lorenzo stands in Tregole; it is accessible only via stairs, and there is no ramp for people with disabilities or side entrances.

In Fonterutoli, the Etruscan Necropolis del Poggino lies in a small woodland. It comprises five burials: four chamber tombs and one box tomb; the necropolis is freely accessible. From Castellina, it can be reached via the SS 222 Chiantigiana state road towards Siena; it is located near the village of Fonterutoli. Some of the grave finds are displayed in the atrium of the medieval Rocca of Castellina in Chianti.

Nature, festivals and flavours in Chianti

In the Località Sant’Agnese, the Riserva Naturale Senese Bosco di Sant’Agnese protects an extensive cypress grove whose origins date back around ten centuries. The nature reserve provides roosting places for small birds and is home to nocturnal birds of prey as well as porcupines, martens and weasels. When choosing accommodation, you can therefore give different weight to local history and nature observation.

The Church of San Salvatore was rebuilt in the Neo-Romanesque style after its destruction during the Second World War. The Fiera del Cocomero is a farming festival held in August that was already celebrated in Castellina during the post-war period. Calici di Stelle takes place in summer around 10 August and combines gastronomic tastings with stargazing. Local wine shops or cellars offer wine tastings, often accompanied by cold cuts from the Cinta Senese breed.

More destinations for planning your trip

San Leonino and Lilliano provide additional guidance on other destinations.

More travel destinations

Other places under the same destination:

Badiaccia A Montemuro, Presciano, Cetona, Scalvaia, Monteroni D'arbia.

To the higher-level travel overview: Siena.