Castiglion del Bosco

Castiglion del Bosco occupies a medieval estate in the hills of Montalcino, the renowned Brunello wine region of southern Tuscany. Tom Weiskopf designed the course, which opened in 2008 as part of a luxury resort development that includes restored farmhouses, a working winery, and the ruins of an ancient castle. The property spans more than 5,000 acres of protected landscape, with the golf course routed through vineyards, olive groves, and oak forests that characterize this part of Tuscany. The layout works with significant elevation changes and takes advantage of long views across the Val d'Orcia and toward Monte Amiata. Weiskopf's design incorporates the natural contours and vegetation, with fairways that move through corridors of cypress and pine. The course measures over 7,000 yards from the back tees and features large, undulating greens and strategic bunkering that requires careful course management. Water comes into play on several holes, and the routing returns repeatedly to elevated tee boxes that showcase the surrounding countryside. The club operates as part of a private estate and resort, with membership tied to property ownership and limited outside access. The experience emphasizes the integration of golf with the broader Tuscan landscape and the estate's wine production. Dining and hospitality reflect the region's culinary traditions, with an emphasis on estate-grown ingredients and local Brunello wines.