The town's name honors a soldier, part of the army of Charlemagne, a certain "Prandone" or "Brandone", who, according to local legends, started the building in the IX century of the castle of Monteprandone.
It is a municipality in the province of Ascoli Piceno, situated on a highland of the Apennines, surrounded by greenery, not far from the sea, between the valley of the Tronto and the one of Ragnola, two rivers which cross the area, on the border with the Abruzzo region. Its old town center, rich in history, preserves, intact, part of the defensive walls dating from the XIV and XV centuries.
The first settlement stands, on the summit of hill and was founded between the IX and X centuries by the population of the surrounding areas, fleeing from the Saracen and Hungarian raids. The first documented act on the settlement dates back to 1039 and witnesses the donation of its lands to the monastery of Santa Maria of Farfa. At the end of the XIII century, the inhabitants swore allegiance to the town of Ascoli, under whose protection they were placed, and in the XIV century the Pope granted the area to Ascoli, consolidating in this way, the link between the two municipalities.

Attractions:
- the Church of Santa Maria delle Grazie, which is part of a larger complex, that includes comprising a Franciscan monastery built in the first half of the XV century and a cloister of the XVI century. Inside it preserves the remains of San Giacomo of the Marches, a XIV century triptych and valuable artworks of the artists Pagani and Cola d'Amatrice;
- the Church of San Nicola di Bari, built in ancient times, was radically restructured in the early XIX century in Neoclassical style on a project by Maggi. Inside is preserved a precious XIV century wooden crucifix;
- the Church of the Sacred Heart of Jesus;
- the Museum of the Codes, hosted by the town hall, houses a small part of the precious collection of codes between the IX and XV centuries, started by San Giacomo of the Marches.