Tuscany’s countryside is the classic image of Italy — cypress-lined roads, hill towns such as Montepulciano and Pienza in the Val d’Orcia, the vineyards of Chianti and stone farmhouses. Agriturismos (working farm stays) and small-town guesthouses are often the best-value way to stay, especially outside the summer peak.
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A hilltop wine town famous for Vino Nobile, with views over the Val d’Orcia.
UNESCO-listed rolling landscapes and Renaissance villages, with farm stays.
Vineyards and castles between Florence and Siena, with many agriturismos.
The medieval “town of towers”, busy by day and peaceful at night.
A hill town in eastern Tuscany with a local feel and good-value stays.
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May, June, September and October are ideal, with the grape harvest in autumn. July and August are hot and busy; winter is quiet and cheaper.
Agriturismos and guesthouses in smaller towns usually cost less than hotels in famous hill towns.
A working farm offering rooms or apartments, often with home-grown food and wine — a popular way to stay in the Tuscan countryside.
For the countryside and farm stays, yes; the larger towns are linked by bus and train.