A major junction for both the rail and motorway networks, it is today a major agricultural centre.
Numerous historical events have accompanied Grosseto on its road from village to city. Its origins can be traced to the High Middle Ages; the rare remains of greater antiquity found in certain points of the city are not sufficient to prove an Etruscan or Roman origin.
In 803 a document states the assignment of the church of St. George to Ildebrando degli Aldobrandeschi, whose successor where counts of the Grosseto area until the end of the 12th century.
In 1151 the citizens swore loyalty to Siena.
In 1224 the Emperor Federick II was a guest in Grosseto. His fame as a man of culture and patron of the Arts brought to the city nobles and poets from every part of Italy.
The period up to 1552 was characterized by outbursts of revolt and plague epidemics such as those of 1430 and 1527 - to which followed the incursion of the corsair Barbarossa in 1528.
In 1552 the people of Grosseto chased out the Spanish who then ruled the city.
After the treatise of Cateau Cambresis and the fall of Siena under Florence rule, the Medici set about to transform Grosseto into a fortress. The construction of the walls was started while drainage of the wetlands and a network of roads began to take form.
But the Medici neglected the Grosseto territory. It was only under the Lorene, thanks to Pietro Leopoldo, that the province of Grosseto was finally separated from Siena, and set on new political and economical bases. After the Congress of Vienna, Ferdinand III resumed the wise policy which aimed at draining the Maremma wetlands. He was aptly assisted in this task by minister Fossombroni.
Leopold II continued the draining works and the people of Grosseto dedicated him a monument - it was unveiled in the central piazza on 1 May 1846 - in gratitude for his love towards their land. Later though, politics divided the people and the Grand Duke; Grosseto took part actively in the Risorgimento; Leopold II left Florence.
Following the Independence, Grosseto became one of so many other Italian cities in search of an identity.