Borgo San Felice

Character and identity

Set in an 8th-century hamlet in the Chianti hills, this 60-key resort occupies an entire medieval borgo, with rooms tucked into what were once the olive press, bakery, school and wine cellars around the original town square. The conversion is sensitive: exposed beams, travertine and oak floors, and ceramic work from local artisans give the suites an authentically Tuscan feel. Two restaurants anchor the food programme, the upscale Il Poggio Rosso and a more casual osteria, alongside a cantina pouring estate wine. A working vineyard, olive groves, a chapel, gardens and a spa stretch across the grounds.

Who's it for

Bottom line

The draw here is the village-as-hotel conceit paired with a serious culinary and wine programme rooted in the estate itself. Book one of the Tuscan suites for the full sense of place, plan four or five nights to justify the journey, and target July or August if you want to pair the stay with the Palio di Siena.