5 Best Hotels in Radda in Chianti, Tuscany

At an altitude of more than 1,800 feet, this converted farmhouse is probably the loftiest luxury inn in Chianti. Its views are breathtaking, looking down on Volpaia and Radda, with Siena and the hills of southern Tuscany as a backdrop. The infinity pool, set on the hillside, takes full advantage of the magnificent panorama. Guest rooms are simple but tasteful, with high beamed ceilings, painted, as was once the tradition in these parts, in pale pastels. To get here, take the bumpy gravel road 2 km (1 mile) northwest from Volpaia.

A refined and comfortable country house offers numerous sitting rooms with terra-cotta floors and attractive stonework, as well as wood-beamed guest rooms filled with simple wooden furnishings and handwoven rugs. The grounds, flanked by vineyards and olive trees, are equally inviting, with lawns, terraces, and a pool. The Ristorante Vignale serves excellent wines and local specialties like cinghiale in umido con vin cotto (wild boar stew flavored with wine). 

The grounds of this former Etruscan settlement—a series of low-slung medieval stone buildings with barrel-tile roofs—feature cobbled paths and cypress trees; the interior has unfussy rooms with terra-cotta tile floors, attractive woodwork, and elegant but comfortable furnishings. The fire-lit reading room with a bar is particularly inviting.

The wood-beam ceilings, terra-cotta floors, and some of the original frescoes of a 19th-century town palace remain, but the marble bathrooms have all been updated, some with whirlpool tubs. A plentiful buffet breakfast is served on a patio to the rear of the hotel.

People come from all over the world to enjoy the quiet country life in this 16th-century farmhouse, where rooms are furnished with unadorned wooden furniture. Dinners, which are included in rates along with breakfast, are inventive. The friendly owner, who speaks English, enjoys serving local dishes and wine while sparking conversation at the dinner table.