The expansive green hills and sun-kissed vineyards of Tuscany, Italy lend an air of elegance to the countryside. Driving along such scenery is a dream in itself—but when you do arrive at your destination, plan to lay your head down in luxury at one of these high-profile hotels.

Founder Michael Cioffi opened Hotel Monteverdi, with interiors by contemporary Italian designer, Ilaria Miani, during summer 2012 in Castiglioncello del Trinoro. The village also has several newly built villas to let. Castiglioncello is located six kilometres from La Foce, biographer Iris Origo's former estate. Each year, La Foce hosts an annual classical music festival, put on by the not-for-profit cultural association, Incontri in Terra di Siena.

In another high-profile opening, a chic new 41-suite castle hotel named Castello di Casole, was recently inaugurated six miles from the quaint Etruscan village of Casole d'Elsa. Now owned by Timber Resorts, the estate was formerly the home of film director Luchino Visconi and an entertainment center for countless Hollywood luminaries. The 4,200-acre wine estate is one of the largest land holdings in Italy, and also has a farmhouse and villa rentals, plus real estate for sale. Special services include hand-made picnic basket lunches, art and ceramic classes and wildlife tours.

Maria Pedone is a digital editorial intern at Travel + Leisure.