3-Nights COMO Castello Del Nero, Tuscany from $1,201

COMO Castello Del Nero, nestled in the rolling hills of Tuscany, is a stunning 740-acre historic estate in Italy's world-renowned Chianti wine region. It features 50 rooms and suites designed by Paola Navone that reflect an airy, pared-back aesthetic, many of which have awe-inspiring views of the Chianti countryside. The 12th-century structure's fresco walls and vaulted ceilings remain untouched. Enjoy Michelin-starred dining at La Torre, which serves inventive Italian cuisine. Rejuvenate at COMO Shambhala Retreat, offering Asian-inspired holistic mind and body treatments, and relax in the heated outdoor pool. COMO Castello Del Nero also boasts a wine cellar, cooking classes, wine tastings, gym, tennis courts, and meeting and event space.