Having a local recommendation is a great way to explore the area. We try each restaurant ourselves, before making recommendations to our guests, and will gladly make reservations for you. Although there are several good restaurants in Castiglion Fiorentino there are also many places to enjoy lunch or dinner in Cortona or Arezzo.
Generally, dining out need not be too costly for good quality and interesting dishes with which you may be unfamiliar. For the more rugged palate, local Wild Boar or vast Fiorentino Steaks (usually ordered by weight) are very popular, along with the ever present delicious Crostini to start. Of course, pasta, in a multitude of forms, figures highly and in this area of expertise 'just go with the flow' - you'll very rarely be disappointed. Similarly, pizza, once the epitome of poor man's food, like fish and chips to the British or hamburger in America, is both distinctive and a pleasure to eat when created by the originator.
Restaurants are not generally the place to experience the best of Italian ice cream. Ice cream parlours (Gelateria) abound with a range of flavours, textures (and even smells) that are truly sublime. Ice cream is a social activity in Italy so don't be surprised to find Gelateria packed at midnight and we recommend that you never miss the opportunity to enjoy ice cream in Italy, it is truly unparalleled in both quality and flavour. Our favourite in Castiglion Fiorentino is Mondo Gelato - adjacent to Pietro's. It should be noted that many restaurants do not have English speaking staff and if your Italian leaves something to be desired a little advice concerning ordering from Marcello could save you from that 'unexpected entree' (with rather more legs than you had anticipated, perhaps!)
Castiglion Fiorentino favourites include Il Passagio, Antica Pieve and La Piana - All, excellent value, and very enjoyable.
An example the local restaurants in Cortona (11km) we do often recommend are La Loggetta especially in the summer months sitting on the loggetta overlooking the historic square of Cortona, good food and reasonably priced, Taverna Pane e Vino great for simple food - but great for wine lovers, and Osteria del Teatro.