Perched above Tuscany’s rolling valleys, Cortona enchants with medieval walls, Renaissance charm, and sweeping panoramas. Stroll cobblestone lanes, discover Etruscan treasures, and savor Brunello beneath cypress trees. Immortalized in Under the Tuscan Sun, this hilltop jewel embodies timeless Italian elegance—where authenticity, culture, and beauty converge in effortless luxury.
Nestled high above Cortona in the heart of Tuscany’s Val di Chiana, Monastero di Cortona Hotel & Spa blends centuries-old history with modern luxury. Once an ancient 15th-century monastery with a Roman cistern, the property has been transformed into 36 beautifully appointed rooms & suites. Many of these rooms, once the former monk’s cell, have been reimagined to offer exquisite comfort. Guests can indulge in signature wellness at the Spa, featuring the ancient “Bagno di Bacco” water ritual, along with bespoke treatments. Culinary excellence is showcased at two restaurants, a wine cellar and elegant bar. Relax on the panoramic terrace, unwind by the plunge pool & solarium area, enjoy serene views, impeccable service, and timeless Tuscan charm.
Booking Window: Now – 12/31/2026
Travel Window: Now – 12/31/2026
Offers are subject to availability at time of booking and may be changed or discontinued at any time without notice. No cash refunds for unused services and inclusions. Blackout dates, minimum night stays, resort fees (if any), and other restrictions may apply. Offers not valid for Group Travel. Booking and travel dates vary by hotel.
Classic Vacations CST# 2079429-20.
