Caroseno's church
This 18th century church has a beautiful Baroque-rococo-styled façade. A parallelepipedon with four pilasters that shelter the main door, is overlapped by a smaller one flanked by a curvilinear decorative element from which the frontispiece starts and which has a niche with the statue of Madonna in the pediment.
All this is surrounded by little angels with musical instruments in their hands, with wings slightly open. The façade is very luminous, with small shadows created by three cavities. The two lower ones contain the statues of San Pietro and San Giovanni. The completely plastered vault leans on a cornice. Next to the front door there is a small, well decorated rosette immured in the wall dating back to 1568. On the above-mentioned altarpiece there are four small paintings by Vincenzo Fato. In the centre there is a fair, worn out-coloured picture of Madonna with the Child. This image hides on the back wall a 17th century fresco of another Madonna, certainly spoiled by an inexpert repainting, which would deserve to be restored and worshipped again.

Saint Francis of Assisi's church
Saint Francis of Assisi's church was built in 1651. It belonged to the conventual monks together with the annexed convent which later became the municipal seat. Only a small angle of the cloister in the current arrangement of the Town Hall reminds us of the old monastery, while the cells of the monks have been transformed into wide halls for various offices. The façade of the church, made of ashlar stone, is clearly Baroque and it has four hanging ribs on the top, next to which there is a curvilinear pattern from which the tympanum starts.
The interior is aisleless and has the form of a latin cross. It is a noble and very harmonious lime plastered complex and more late-Reneissance style than Baroque. The vault, now whitewashed, was originally intended to be frescoed with curvilinear patterns as the sinopia shows, visible in small tracts. To talk about Saint Francis's church means at the same time to talk about three hundred sculptures made by Fra' Luca Principino. Fra' Luca lived almost all the time in the monastery of Castellana until he died, realizing seven magnificent Baroque altars, shaped from the hard local stone. Between the third and fourth arch there is a pulpit, a real jewel, dating back to 1727.

Madonna della Vetrana
This church represents the devotion of the people of Castellana to Madonna della Vetrana who had freed Castellana from a terrible plague. The church and the annexed monastery of Alcantarini (1712), currently served by Friars Minor, form a whitewashed complex of lines and volumes, counterpointed by the archs of a belvedere and small monastic windows. The cupola covered with coloured tiles gives a nice touch of colour and majesty. The interior of the church has the form of a latin cross and it has a barrel vault. It is decorated with beautiful, sober stuccos. The squat volumetry is refined by three lateral arcs in full relief and exalted in the transept with four pillars made of the local stone, with capitals, rich in leaves of acanthus and garlands. In the transept there are two magnificent Baroque altars, decorated with splendid stuccos.
The high altar is a faithful copy of one of the many Baroque altars in Lecce, with a late 14th century icon representing Madonna della Vetrana. This fresco, painted on a slab of stone, imitates the Byzantine style but its features are more delicate. The colours are pale like watercolours and emphasize the beauty and softness of the painting. A very simple cloister is set inside the church, formed by a full relief arcade with a well as the only decorative element set in the centre.

San Leone Magno's church
This Matrix church, dedicated to the great pope San Leone, is certainly the oldest of the city. The first construction set in this place of worship dates back to the 13th century and was naturally of Romanesque style. Only traces, partially visible in the underground which was used for sepulture, and probably the cornice of the rosette, set on the current façade, remain from the original building.
The church that had existed in the 13th century mustn't have been very large as after a century and a half, most probably for the increasing number of people, a new one was built, enlarging the old Romanesque structure. This new church dates back to 1383, and a Norman tower of defence which later on became the bell tower, was added to it.

San Francesco da Paola's church
The church of San Francesco da Paola or San Giuseppe is set in Porta Grande. The construction of the church and the annexed Monastery of Santa Lucia is due to the Paolotti or Minims of San Francesco da Paola. The united front of the church and the convent, preceded by a holy rustico, is of sober Romanesque style, refined by a barocco portal of the church and by the slender bell tower with overlapped arcs and a spired cornice set in the entrance. A small rosette breaks the monotony of several ashlars on the monastery's door. The monastery, now transformed into old people's rest home, has a central cloister and wide rooms on the ground floor.
The interior of the church has the form of a latin cross and is completely adorned with stuccos. It is formed by three lateral arcs in full relief, with an overlooking cornice with a moulding and a barrel vault. The transet is delimited by four imposing pillars and as many round arcs which support a cupola, illuminated by the golden colours of a large fresco. In the presbytery there is the higher altar right against a small elevation with painted sculptures and it is embellished by a choir loft and an 18th century organ, both beautifully decorated with fine gold.