Hilltop Monteriggioni is tucked near Siena. The town of Monteriggioni is actually a medieval walled castle – topped in stone towers. Perched above a green valley, Monteriggioni was built between in the 13th century. Intact towers and two gates crown this castle-city’s rock walls.
RADDA IN CHIANTI
This tiny gem of a town is framed by stone ramparts. Easily reachable from Siena or Florence, Radda in Chianti offers up meandering medieval streets and scenic views of the Tuscan wine country. Located near some of Tuscany’s main roads, Radda in Chianti makes for a stunning stop a day of wine-tasting.
Pienza is an icon of Renaissance design and architecture. Located in the lush Val d’Orcia region, Pienza is framed by green valleys, sunflower fields and rolling vineyards. From here, travelers can enjoy a day trip the hilltop jewel of Montalcino or spend the day sipping Brunello wine.
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