Experience a taste of Tuscany this holiday season with a stay at Rosewood Castiglion del Bosco.
© Rosewood Castiglion del Bosco
Set within a centuries-old estate in the heart of the Brunello di Montalcino wine region, Rosewood Castiglion del Bosco combines historic charm with refined hospitality. The property offers a range of suites and private villas suitable for solo travelers, couples and groups. Culinary highlights include the two-Michelin-starred Ristorante Campo del Drago and the more casual Osteria La Canonica, while an on-site cooking school invites guests to learn regional techniques and recipes.
Golf enthusiasts can play at The Club, Italy’s only private golf course located on the estate, while wine lovers will appreciate tours and tastings at the Castiglion del Bosco winery. The resort’s location and amenities make it ideal for anyone looking to explore Tuscany’s landscapes, vineyards and culinary traditions.
Festive season programming begins at Thanksgiving with a culinary-focused weekend. Activities commonly offered include truffle-hunting excursions, hands-on cooking classes and guided winery tours, culminating in a special Thanksgiving dinner. As part of Rosewood’s Sense of Place program, the resort hosts seasonal events from late November through early January. The central piazza is transformed into a winter scene featuring an ice skating rink, a holiday market and family-friendly visits from Santa.
Holiday dining highlights typically include an elegant Christmas Eve dinner, a festive Christmas Day brunch and a celebratory New Year’s Eve dinner. These special meals showcase local ingredients and the region’s culinary traditions, crafted by the resort’s chefs.
Beyond the holiday calendar, Rosewood Castiglion del Bosco offers a variety of curated experiences year-round. Guests can enjoy guided horseback rides through the estate, stargazing sessions that take advantage of the clear Tuscan skies, scenic cycling tours and bespoke wine tastings. These activities are designed to immerse visitors in the landscape, history and flavors of the region while providing moments of relaxation and discovery.
Whether you seek a peaceful retreat among vineyards, an active escape with outdoor pursuits or a culinary holiday filled with memorable meals and expert-led experiences, Rosewood Castiglion del Bosco provides a distinctive Tuscan setting for a holiday to remember.