Via S. Luigi, 3, Montichiello
There’s this spit of a town in the middle of Tuscany called Monticchiello. It’s ancient and lovely and tourist-free. The only reason you would go to Monticchiello is because you’re lost or you’ve come to eat at Daria. Daria Ristorante is warm and chic (just like the owner herself). And then there’s the food. It’s every famous Tuscan dish—pici al aglione, cingale, pici al ragu—done better than anywhere else. Order a glass of rosso di Montalcino and a bowl of tagliolini al tartufo, warm and delicious and piled high with fresh truffles: It’s a recipe for total bliss. If you’re coming for dinner, come early to wander around town and take in the view of the Val d’Orcia first—then settle in for what may be the best dinner of your life. Closed Wednesdays.
Sette di Vino
Piazza di Spagna 1, Pienza
A fantastic restaurant that doesn’t serve pasta is a rarity in Tuscany—in fact, Sette di Vino may be the only one.
Osteria del Leone
Via Dei Mulini 3, San Quirico d'Orcia
Be sure to order…really anything you want. You can’t make a mistake with the traditional Tuscan menu.
Borgo Maestro 74, Rocca d'Orcia
After a few days in farm country, you may notice that your legs are scratched from walking in the hayfields and your car is dusty beyond recognition.
Dopolavoro La Foce
Strada Della Vittoria 90, Pienza
“Dopolavoro” literally translates to “after work,” but this café slash wine bar slash trattoria slash restaurant is aces no matter what time you go.
Podere Il Casale
Podere Casale 64, Monticchiello
No matter how long you stay here, the kids will complain that you’re leaving too soon.
Via Costa Castellare 1, Montalcino
Voigtmann has made a profession out of having good taste—in food, wine, hotels, everything.