04/09/2026
You often ask where to eat around Castellina in Chianti.
It is difficult to choose just one place, because Castellina and the surrounding area are full of wonderful restaurants, each with its own atmosphere and reason to stop by.
At Uscio & Bottega in Sicelle, there is a lovely terrace, sunset views and simple food based on local ingredients: https://www.osteriauscioebottega.it/
Osteria alla Piazza is a beautiful choice for a relaxed dinner overlooking the vineyards: https://www.osteriaallapiazza.com/
Sotto le Volte has a more intimate, evening atmosphere right in Castellina: https://www.sottolevolteristorante.it/
For good Tuscan ciccia, Macelleria Stiaccini is well worth a visit a family butcher shop with its own kitchen and grill: https://macelleria-stiaccini.it/
Taverna Squarcialupi is all about homemade pasta, a glass of Chianti and a beautiful terrace: https://tavernasquarcialupi.it/
Osteria Rosticceria Il Re Gallo has an easy, local feel, with fresh pasta and simple Tuscan flavours: https://ilregallo.eatbu.com/
And there is also I Grani di Squarcialupi, another lovely address in Castellina for a slow lunch or dinner: https://igranidisquarcialupi.durablesites.com/
Perhaps this is part of the charm of Chianti coming back several times and sitting at a different table each evening.
If you need any advice or a little help with making a reservation, I’m always happy to help ❤️