If your Italian daydreams include sipping wine and sunbathing under the Tuscan sun, look no further than Rosewood Castiglion del Bosco.  Located within UNESCO's Val d’Orcia Natural Park and in the heart of the Brunello di Montalcino wine-making region, this 5,000-acre country estate is nothing short of spectacular.  Stay in one of the estate's 42 stylish suites offering sunny sitting rooms, soaking tubs, and private terraces with panoramic views of the countryside.  Or make yourself at home in a Tuscan villa with exquisite landscaped gardens and heated, stone-clad swimming pools.
 
Immerse yourself in the world of Tuscan wine at the on-site winery (practically a requirement), or take a scenic drive to explore nearby Medieval and Renaissance hill towns.  If you're eager to roll up your sleeves, learn to cook a delectable three-course Tuscan meal in a private cooking lesson or embrace adventure on a guided truffle hunt.
 
VIP Private Perks: Travel before year-end 2021 to receive a complimentary 4th night — or stay 7 nights and receive 2 for free!  Plus, $100 spa credit, complimentary daily breakfast, early check-in/late check-out, and a complimentary upgrade.