Ascoli Piceno ([ˈaskoli piˈtʃɛːno] listen ; Latin: Asculum) is a town and comune in the Marche region of Italy, capital of the province of the same name. Its population is around 49,000 but the urban area of the city has more than 100,000.

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.

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.

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