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Yes, Grosseto is pretty, especially if you appreciate human-scale historic centers rather than museum-cities. Its charm lies in the whole: the Medici walls that surround the center, the quiet streets and the squares around the Duomo. The white and pink marble façade of the San Lorenzo cathedral gives character to the piazza Dante, but don't expect a succession of spectacular monuments on every street corner.
The walk along the walls, whose circuit is about 3 kilometers, is a good way to discover the city without rushing. You can then stroll through the center and visit a museum if local history interests you; plan rather half a day for a leisurely discovery. Grosseto doesn't have the postcard effect of some Tuscan villages, and a few streets may seem ordinary: it is also a city where people live, not a setting entirely geared toward visitors. I would choose it mainly as a pleasant stop in Maremma, or as a starting point to explore the surroundings. You will find more details in this guide to Grosseto in Maremma.
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★ 9.8B&B Podere CurtatoneGrosseto · 2,6 km
★ 9.2Fattoria San Lorenzo ApartmentsGrosseto · 3.2 km
★ 9.5Agriturismo il PianettoPrincipina Terra · 3.5 km
★ 8.9Fattoria San LorenzoGrosseto · 4.0 km
★ 9.7Agua B'n'BGrosseto · < 1 kmfrom 165 €
★ 8.5Grand Hotel BastianiGrosseto · < 1 kmfrom 198 €
★ 9.2B&B Pierilu'Grosseto · < 1 kmfrom 258 €
★ 8.3Affittacamere Mazzini 78Grosseto · < 1 kmfrom 123 €
Private tour of Grosseto: where history meets TuscanyGrosseto · 4.6 km
Wingfoil at sunset and aperitif in GrossetoGrosseto · 4.6 km
★ 4.0Maremma: tasting at the Demeter estate, cellar tour and Tuscan dinnerGrosseto · 4.6 km
Grosseto: full day at the beach with paddleboarding and aperitifGrosseto · 4.6 km
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