Hotels in Arezzo are nothing to write home about -- they cater mainly to businesspeople passing through -- though there are a handful of smaller and more appealing B&Bs and guesthouses. Accommodation in the surrounding hills is more inviting, assuming you have a car. The Poggio del Drago Localita Poggio del Drago 18, near Ponticino on the SR69 (www.poggiodeldrago.it; tel. 331-549-8767), is a gorgeous country house just 9km (5 1/2 miles) from the city, offering simple but spotless rooms with flatscreen TVs, free Wi-Fi, a swimming pool, and communal breakfast.  Large groups should consider Casa Pippo Lignano 6, (www.casapippo.it; tel. 0575-365-555), an enchanting stone-built agriturismo overlooking the city, with room for at least eight people.

Note: This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.