Cupramontana, in the middle ages until 1861 called Massaccio, got its name from the goddess Cupra, goddess of fertility and love. On this territory was brought to live a civilisation of traditional life and cultivation of the soil. During the Greek-Gothic battle in the VI century, the old Roman village Cupramontana was completely destroyed and forgotten for ages. It was first the Benedictine monks and afterwards between the VIII and XI century the camaldolesian monks, who reintroduced the cultivation of vineyards. The viniculture would increase over the years and already in the 16th century you could find vineyards growing together with fieldmaple (acer campestris), a technique until recently in use. In the 18th century they even got an overproduction, so they started exportation to other regions. From then on, the Verdicchio grape, which grew perfectly in the local hilly soil and microclimate, became the most used grape in the area. Cupramontana, member of the national association "Città del Vino", is nowadays known as the capital city of the Verdicchio.

Part of Cupramontana, completely surrounded by medieval walls and restored in the early sixteenth century. Above the arched entrance of the castle there is the fresco "Madonna and Child" (1529), attributed to Pier Paolo Agabiti (1470-1540). The church of S. Redeemer from the XII century, together with the castle, was rebuilt in the late fifteenth century. The portal is from 1516 and the fresco of San Floriano, discovered in 1965, is the oldest image of the patron saint of Jesi. The church also contains a painted wooden statue from the first half of the XVI century.

• Infiorata Corpus Christi, 2nd Sunday after Pentecost. Religious feast of Corpus Christi. Residents of Cupramontana and tourists realize floral carpets in the streets of the town, over a length of about 900 mt. The days before the Infiorata, the Cuprensi collect the flowers, and early in the morning of the high day, the streets are filled with volunteers to create designs and to fill with the flowers. The religious procession has placed mid-morning.
• Night of the Verdicchio, third weekend of July. A night dedicated to the main product of the territory, the Verdicchio wine. The retailers, bars, supermarkets and wineries exhibit their best products in the streets of the historic center and the caves of the convent of the Franciscan Sisters. In a festive atmosphere with numerous side events: concerts, dance performances and exhibitions.
• Festival of folklore, late July. The tradition of folk dancing still lives in this city. The Saltarello is the main dance and in honor of folklore an annual international festival of folklore is held.
• Medieval Dinner, first Saturday of September. In the old castle of Poggio Cupro, a hamlet that has maintained its historic appearance, there is the medieval evening. Tourists and residents in medieval costumes, take part together at a dinner and taste the medieval tradition, attending performances, art demonstrations and parades in medieval style.
• Festival of the Grape, first weekend of October. Every first weekend of October, Italy's second oldest "Festa dell'Uva" takes place in Cupramontana. It is the celebration of the grape and Verdichhio wine. It is a four-day festival of people, performances, shows and local dishes. Annually, more than 40,000 visitors take part in this event. The floats in the parade on Sunday, adorned with grapes, is the highlight.

• La Girandola, ☏ +39 0731 781271, info@lagirandola.eu. Via Piana 66 - 60034 Cupramontana - -