Set at the highest point within Cortona's ancient Etruscan walls, Monastero di Cortona Hotel & Spa occupies a 15th-century monastery that has been meticulously restored into one of Tuscany's most atmospheric luxury stays. The building's centuries of history are legible in every corridor and courtyard.
Vaulted stone ceilings, cloisters and fragments of original frescoes create an immediate sense of place, while 36 individually styled rooms and suites blend authentic architectural details with considered modern comforts. Gli Affreschi Restaurant — the hotel's fine-dining flagship, set beneath restored medieval frescoes — showcases seasonal Tuscan cuisine and an extensive cellar of regional wines, while the newer Osteria del Santo offers a more casual take on local cooking. The subterranean Bagni di Bacco spa, converted from an ancient Roman cistern, pairs a heated indoor pool and stone-arched spaces for a wellness experience that feels as historically grounded as the hotel itself.