
As witnessed by ancient documents, the mid-twelfth century Benedictine abbey of "Sancta Maria plani Molearum" was located in the middle of a forest called "Santa", not far from the River Esino whose shore - covered with marsh herbs- was called by the locals “moja".
Many monks have lived here for over two or three centuries; in the middle of the fifteenth century it was completely abandoned and on 4th August 1600 it became the local parish. It was restored many times.
Take a gander inside S. Maria delle Moie, a Romanesque church consisting of two distinct parts: the church itself and the avant-corps, also known as western facade. Built with regular blocks of limestone, it is a church with nave and two aisles; the aisles are lower than the nave.

Important natural area rich in flora and fauna where the stream Fossato flows before ending in Esino, the main river of the valley. Thanks to its position, Montecarotto has a drainage-basin particularly rich in surface waters both in autumn and in spring.
Have a relaxing walk along the park which still preserves the ruins of the old mill that drew power from the waters of the stream.
Explore the luxuriant nature of the area and discover the rare species of flowers like the fern and the dracontea.
Since its origin, Montecarotto has been the border line between Jesi and Senigallia and the junction of the Esino and Misa valleys.
Be entranced by the wonderful landscape! You will admire the entire province of Ancona, the river valleys until the peaks of the Apennines and “la Gola della Rossa”.
It’s easy to come here; by car going through the Arceviese SP and SS 76; Jesi is 18 km far , Ancona 47 km; Senigallia 30 km. Highway A14: exit Senigallia or Ancona Nord. By train: Montecarotto-Castelbellino railway station is 9 km far (line Ancona-Rome).
Many funny assumptions are linked to the name Montecarotto: according to popular belief the original name was Mons Iscariotae, that is the land where Judas Iscariot lived and hanged himself.
In reality, the name Montecarotto derives from the Latin Mons Arcis Ruptae the "Mountain of the destroyed fortress," a fortification situated atop the hill because of its strategic position and then abandoned before the thirteenth century. But nothing of the first phase is preserved, maybe the remains found under the church of La Collegiata di Santa Maria are the answer to this "mystery."
In 1248 the cardinal Rainerio, the Pope's vicar, recognized the rule of Jesi over Montecarotto and over the other castles. However, the power of Jesi became effective only in 1301, when Bishop Leonardo renounced his feudal rights. Montecarotto belonged definitely to the County of Jesi and was one of its prestigious castles.
In fact, during St. Florian festival, Montecarotto was the second castle to lay its bid after Massaccio (Cupra Montana).
The fifteenth century was particularly turbulent to Montecarotto which was ruled together with Jesi by Malatesta family from Rimini for a few years.
After ups and downs in 1431, Jesi took possession of the castle. In the second half of the 15th century, thanks to the acquisition of lands by the local owners, Montecarotto started an important development which lasted two centuries.
In the sixteenth century the castles under the rule of Jesi reacted and asked for greater administrative and financial autonomy. At the end of the century and then in 1636 serious plagues struck the area and caused a drastic decrease in population. However, in the sixteenth and seventeenth centuries Montecarotto showed a remarkable vitality by rebuilding the walls, commissioning works of art for churches, renewing the town charter and increasing cereal growing.
In the eighteenth century there was an increase in population and new struggles against Jesi started. But the attempts at independence had no success.
In fact, the dispute ended in 1752 with Pope Benedict XIV’s “motu proprio” pro Jesi. But in 1808 further to the establishment of the Napoleonic Kingdom of Italy, the castles of the County gained their independence.
Montecarotto boasts the vitality of the small entrepreneurship and the long-lived wine-producing tradition which allow it to preserve its identity.
Come here for a stimulating holiday amid the verdant pleasures of its vineyards and with the wide variety of its wines, you can’t afford not to taste!

Distance: km 15
Time advised: an hour and a half
Difficulty: medium
From Piazza Kennedy (Kennedy Square) follow via Trieste (Trieste Street) for about a kilometre and after the third “stop” turn left towards the Vecchia Fornace (Old brick factory).
Take the gravel road alongside the fishing lake until you reach the tarmac road; then turn left and shortly after turn left again onto the white road that leads you back to town.
Turn right and join the S.S. 76; turn left and then right taking the road that leads to the motorway.
Having crossed the level-crossing and the bridge over the River Esino, proceed along the road for about 3 km; then turn left and climb up to Maiolati Spontini.
When you join the village, turn to the left for Colle Celeste.From here go back to the tree-lined avenue and turn right towards the descent.At the junction turn left and join the long descent called Boccolina.
Once crossed the bridge over the River Esino, turn right towards the Vecchio Rotone.
Then turn left and follow the road on the left crossing a small bridge. Go through the railway subway and join the S.S. 76 again. Turn left and you are easily back to Piazza Kennedy.