Lauria Castle: probably built during the Norman-Swabian period, there is no certain information on its origin.  Castiglione Castle, in the past called Castello Grande or Castel Leone, also gave rise to the toponym of today’s town derived from castrum leonis.  An augmentative suffix was added to the medieval Latin castellum, making it become Castellione, which the Aragonese first and then the Spanish pronounced Castiglione.
 The term was soon however interpreted as Castle of the Lion to give the town a mark of royalty, also giving rise to the coat of arms: a castle and two crouching lions.  The castle in the Middle Ages was connected to the stronghold of Castelluccio and an outpost identifiable with the church of San Pietro by underground passages, which reached, it is assumed, as far as Cannizzo. They constituted a true architectural and defensive complex, and an old 16th-century coat of arms of the city, with three towers, highlights their importance.

Castelluccio: represents the most strategic site of the entire defence system. What remains today are the walled remains of the ancient watchtower. It is assumed that there was already a defensive site here in prehistoric times.

U Cannizzu Tower: It is one of the symbols of Castiglione. About six metres high, with a radius of about three metres, made of squared local sandstone, it has stood the test of time. Its origin dates back to between the 12th and 14th centuries. The fortress stood outside the city walls and was the first stronghold to be conquered by Frederick II, King of Sicily, when he regained the fiefdom in 1301, taking it away from Ruggiero di Lauria. Itwasmostprobably part of a more complex fortification, known as the Cittadella, and was certainly a lookout post. From that position it dominated, in fact, the entire upper Alcantara valley. Probably in times of peace and tranquillity it was used to store wheat or other provisions, thus assuming the name ‘cannizzu’, which in Sicilian culture and language represents a cylindrical container of reeds with precisely the same shape as the tower in question. 

Byzantine Cuba: Approximately 3 kilometers from the historical centre is the beautiful 7th century A.D. Cuba, the Church of Santa Domenica. The structure is in the shape of a Greek cross with a square plan, but divided by four pillars into three naves.    The characteristic façade gives the impression of a Basilian chapel and, like that of St Nicholas, has the apse facing east and the central door facing west. Recently, various hypotheses have been put forward regarding the official dating, with several historians pointing to origins after the Byzantine period. Cuba was already declared a national monument in 1909.

Basilica Madonna Maria SS della Catena:
Its construction began in 1655, following a landslide that affected the ancient church of San Giacomo dedicated to the same Saint and located just outside the village along the stream of the same name. Devotion to the Madonna della Catena had flourished in this small church since the 11th century, which came to Castiglione almost immediately after the miracle in Palermo in 1392. But it was only from 1612 onwards, following the miraculous sweating of the statue, which occurred while the citizens were striving for the redemption of the mere and mixed empire, that its devotion was consolidated.
Given its great importance for several centuries for the popular devotion to Our Lady, it was elevated to the status of minor basilica in 1986.  Inside, there are valuable works of art, such as the statue of the Madonna of the Chain, made of white marble, weighing about seven quintals. The stuccoes are also valuable, due to Giovanni Pannucci of Bronte who created them between 1886 and 1889.

Saints Peter and Paul Church:
A structure consisting of two buildings, the bell tower and the church proper. This was once a fortress before being transformed into a place of worship. Many benefactors did their utmost over the centuries to enrich the Matrix with precious objects, sacred furnishings, vestments and works of art.
Above the nave arch, however, a large fresco was painted in 1951 by G. Licata and F. Contraffatto, depicting Jesus Christ in the act of handing over the keys to St. Peter, while the apostles, including St. Paul, circle him.

Saint Nicolas Church:
Built in Norman times, it was the chapel of the monastery of the Cassinese
monks who had settled here. It stands right on the banks of the Alcantara River, next to the ancient royal road that connected Messina to Palermo through the interior of the island.

Church of St Benedict:
Next to the church of San Pietro stands the church of San Benedetto aggregated to the monastic building. The
present building, which is also among the largest in Castiglione, was the work of the priest Giuseppe Coniglio.

Church of St. Anthony Abbot (Saints Peter and PaulMuseum). 

It stands in one of the most characteristic and oldest quarters, that of Cameni.  Construction began in 1601, when the old church, which stood near the San Giacomo stream, had been ruined by a landslide.  At the end of the 17th century, the church was embellished and enriched mainly with marble mosaics. The interior of the church, with a single nave and a side chapel, is characterised by polychrome mosaics. Expressive is the high altar, in which the medallion of the antependium depicting St. Anthony Abbot, the beautiful tabernacle, the twisted columns, two small corbels placed at its sides depicting, the one on the left a parrot devouring fruit, the one on the right a 23rd hunting scene. The wooden confessional pulpit adorned with many friezes and carvings is also valuable.