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Gradara

"Kissed me upon the mouth all palpitating.
Galeotto was the book and he who wrote it:
That day no farther did we read therein."

Dante Alighieri, The Divine Comedy

The Rocca di Gradara and its Fortified Borgo (in the Marches Region) represent one of the best-preserved Italian Medieval structures; its set of two surrounding city walls (one of which extends to almost 2,625 feet in length) that protect the Rocca, also make it one of the most aesthetically-imposing.
The Castello or Fortress stands on a hill at 466 ft above sea level, while its mastio or main tower rises an even further 98 feet, keeping watch over the entire valley. Gradara and the RoccaGradara’s privileged position has meant its importance as a crossroads of peoples and trade since ancient times: during the Middle Ages, the fortress was one of the predominant theatres of battle between the Pontifical militias and the ruling dynasties of the Marches and Romagna regions. Today, with its vicinity to the sea, it lies near one of Italy’s major touristic destination, the Marchigiano-Romagnola Riviera.

History
The mastio was built by the powerful De Griffo Family around the year 1150; however it was the Malatestas that constructed the Fortress and pair of fortification walls between the 13th and 14th Centuries, thus lending to Gradara its aspect as viewed today.
Gradara has changed hands several times over the course of its existence, with various noble lineages in contention: think the usual suspects, i.e. the Borgias, the Della Rovere and Medici clans. Having said this, the Rocca's exceptional state of conservation has to be attributed to the engineer Umberto Zanvettori, who was responsible for reverting the fortress back to its original detail and beauty in 1920.

Local Traits and Events
Gradara is also blessed to be set within a territory rich in olive groves, vineyards and, consequently, is part of an important culinary culture. The typical trattorias and restaurants of Gradara offer excellent Marchigiano-Romagnola cuisine, where diners can taste an array of traditional gastronomic dishes and delicacies.
Gradara's most characteristic dish is a plate of Tagliolini con la Bomba; it derives from peasant traditions, while its name – Tagliolini with a Bomb – relates to the way in which it is made.
During Il Medioevo a Tavola (the "Medieval Age at Table") shows off its calling for history and particularly for the Middle Ages, dedicating entire days to Medieva cooking, with local restaurants metamorphosing into 14th-Century taverns. 
And Gradara's favorite event is Assedio al Castello, or the "Castle Siege" of 1446. This historical re-enactment, taking place in the penultimate weekend of July, opens with a pyro-musical show and with said re-enactment, in which the Siege is played out with actors, horses and special effects. The fun continues in the following days, complete with Medieval atmosphere and initiatives in the historic center.
Finally, visitors that have the opportunity should not miss The Dragon Castle, Italy's most magical Celtic festival.

Curiosities
Legend has it that Paolo and Francesca, the two lovers that Dante placed in his Second Circle of Hell, for lust, conducted their romance in the Castello di Gradara. Condemned to eternal damnation and eternal commemoration both, the two lovers are symbols for pure and unconditional love.