Heritage hotels in Chianti

San Felice, Chianti $$$$

Borgo San Felice Resort Relais & Chateaux

An eighth-century medieval Tuscan hamlet with a Romanesque chapel and historic stone alleys.

Radda in Chianti, Chianti $$$

Borgo Vescine

A restored medieval farming hamlet evolved from an eleventh-century fortified Lombard watchtower.

Monastero d'Ombrone, Chianti From $500

Castel Monastero

An eleventh-century stone monastery and medieval village organized around a circular piazza.

Gaiole in Chianti, Chianti $$$

Castello di Spaltenna

A fortified tenth-century monastery and castle with an eleventh-century Romanesque parish church.

Barberino Tavarnelle, Chianti From $900

COMO Castello Del Nero

A twelfth-century noble castle featuring restored Renaissance frescoes, vaulted stone ceilings, and a sixteenth-century private chapel.

Radda in Chianti, Chianti From $850

Pieve Aldina

Twelfth-century bishop residence and Romanesque church grounds with preserved sixteenth-century frescoes and sandstone walls.

Panzano in Chianti, Chianti $$$

Villa Le Barone Hotel

A sixteenth-century Renaissance villa and medieval watchtower preserved across generations of Della Robbias.

Radda in Chianti, Chianti $$$$

Casa Morelli

A restored 15th-century stone farmhouse structure anchors the contemporary estate amid historic Chianti olive groves.

Castellina in Chianti, Chianti $$$

Castello la Leccia

Eleventh-century stone walls and a restored watchtower anchoring the historic hamlet.

Cavriglia, Chianti $$$$

Chapter Chianti Resort

A restored sixteenth-century Tuscan borgo with original masonry, historic stone staircases, and preserved agricultural buildings.

Pianella, Chianti $$$$

Hotel Le Fontanelle

A restored thirteenth-century rural hamlet centered on historic stone spring-water fountains.

Greve in Chianti, Chianti $$$

La Darbia in Chianti

An 11th-century stone hamlet preserving original masonry, weathered timber beams, and ancient bread-oven hearths.

Castellina in Chianti, Chianti $$$

Locanda le Piazze

A 1540 peasant farmstead in the Chianti hills restored with original exposed timber beams.

Vagliagli, Chianti $$$

Relais Borgo Scopeto

14th-century fortified hamlet with original timbered ceilings and a preserved Florentine stone lion.

Mezzuola, Chianti $$$

Villa Bordoni

An eleventh-century watchtower and sixteenth-century patrician villa restored into a country estate.

Moncioni, Chianti $$$

Villa Sassolini

Fifteenth-century aristocratic retreat preserving original sgraffito artwork etched into exterior plaster.