There is no shortage of great places to indulge in a typical Tuscan meal in Arezzo, but you definitely want to go local when it comes to wine. This because the area around the city is well known for the Colli Aretini producing excellent wine of the Chianti variety (in a sub-zone) think: Chianti DOCG, Chianti Colli Aretini DOCG, Colli d’Etruria Centrale DOC, Valdichiana DOC, Cortona DOC, Vinsanto del Chianti DOC, Vinsanto del Chianti dei Colli Aretini DOC.
On the food front, expect hearty Tuscan fare: vegetables soups, pasta with wild boar or rabbit and roasted grilled meats.
I always keep an eye out for any dish, especially tortelli, that feature the famous red potatoes from Cetica as well as porchetta from the area of Monte San Savino and Fagiolo zolfino, or a special variety of Tuscan beans. For a sweet touch, look for baldino a type of chestnut cake similar to castagnaccio made raisins, rosemary, pine nuts and sometimes walnuts.
One great choice for typical fare is Antica Osteria dell'Agania run by four generations of the same family dedicated to bringing typical cuisine to locals and visitors alike in an ambiance that resembles an osteria from the 50’s.