The town lies at the confluence of the Tronto River and the small river Castellano and is surrounded on three sides by mountains. Two natural parks border the town, one on the northwestern flank (Parco Nazionale dei Monti Sibillini) and the other on the southern (Parco Nazionale dei Monti della Laga).
Ascoli has good rail connections to the Adriatic coast and the city of San Benedetto del Tronto, by highway to Porto d'Ascoli and by the Italian National Road 4 Salaria to Rome.
History Ascoli was founded by an Italic population (Piceni) several centuries before Rome's founding on the important Via Salaria, the salt road that connected Latium with the salt production areas on the Adriatic coast. In 268 BC it became a civitas foederata, a "federated" city with nominal independence from Rome. In 91 BC, together with other cities in central Italy, it revolted against Rome, but in 89 BC was reconquered and destroyed by Pompeius Strabo. Its inhabitants acquired Roman citizenship, following the developments and the eventual fall of the Roman Republic.
During the Middle Ages Ascoli was ravaged by the Ostrogoths and then by the Lombards of King Faroald (578). After nearly two centuries as part of the Lombard Duchy of Spoleto (593–789), Ascoli was ruled by the Franks through their vicars, but ultimately it was the bishops that gained influence and power over the city.
In 1189 a free republican municipality was established but internal strife led dramatically to the demise of civic values and freedom and to unfortunate ventures against neighboring enemies. This unstable situation opened the way to foreign dictatorships, like those of Galeotto I Malatesta (14th century), initially recruited as a mercenary (condottiero) in the war against Fermo, and Francesco Sforza. Sforza was ousted in 1482, but Ascoli was again compelled to submit to the Papal suzerainty. In 1860 it was annexed, together with Marche and Umbria, into the newly unified Kingdom of Italy.