Hotel Le Fontanelle.

Set on a panoramic hilltop in the Chianti Classico heartland, Hotel Le Fontanelle is the result of a meticulous restoration of a 13th-century stone farmhouse. The property balances medieval architecture—seen in the exposed internal stonework and wood-beamed ceilings—with refined 21st-century comforts. Its 36 rooms look out over a 640-acre estate that includes the Vallepicciola winery, where guests can transition from cellar tours to private picnics among the vines. The grounds feature both a seasonal outdoor pool with valley views and a wellness club equipped with a heated indoor pool, sauna, and Turkish bath. Dining at Ristorante La Colonna leans into elevated Tuscan traditions, served on a glass-walled terrace that frames the rolling hills toward nearby Siena. Free mountain bikes and a shuttle service to the city offer easy access to the surrounding countryside.