The Neoclassical structure with an elliptical shape, known as Foro Annonario, was erected in 1834 according to the design by architect Pietro Ghinelli. It is the historic venue of the local fruit and vegetable market: in summer, Foro Annonario becomes an evocative setting for shows, concerts and all sorts of events.

Rocca Roveresca is an illustrious example of military architecture from the Renaissance. The ancient fortress was the home of the Lords of Senigallia: the Della Rovere family.

The current structure of the monument is due to Giovanni della Rovere, Lord of Senigallia and son-in-law of Federico III da Montefeltro, Duke of Urbino. It was precisely Duke Federico who provided Giovanni with the best architects of the time: Luciano Laurana and Baccio Pontelli. The works began in 1478 with the aim of adapting the fortress to the new defensive needs. In 1503 the fortress was conquered by Cesare Borgia, who carried out the famous massacre of Senigallia described by Niccolò Machiavelli.

Just two steps away from the Town Hall and the main street (Corso II Giugno) is the Church of the Cross. It is a true and authentic jewel: the sober late Renaissance façade conceals a rich and opulent Baroque interior, with Federico Barocci's masterpiece "Burial of Christ".

Teatro La Fenice is the city's historic theater. It was rehabilitated in 1996  on the same site as the old Teatro La Fenice of 1839 and the previous municipal theater of 1830.

It rests on the intersection of the main roads of the Roman Sena Gallica (La Fenice archaeological area) and is used as theater, concert hall, cinema, convention hall. Inside, Enzo Cucchi's curtain is a unique and original work of contemporary art of extraordinary quality.

Portici Ercolani are one of the most characterizing elements of the city of Senigallia. Their name recalls Monsignor Giuseppe Ercolani, who built them in the mid-eighteenth century at the behest of Pope Benedict XIV, with the purpose of annually hosting the celebrated Francain Fair.