Celebrate the most magical time of the year at Rosewood Castiglion del Bosco, where cherished moments come to life. Gather with family and friends in the heart of Val d'Orcia, revel in the joy of togetherness, delight in the beauty of Tuscan traditions and be enchanted by the medieval borgo - where twinkling lights and festive decorations transform every corner into a living fairytale.
Weave meaningful experiences into modern new traditions that feel uniquely yours
Let the festive spirit come to life amidst the enchanting atmosphere of an Italian village
Skate to your heart’s content in the centre of our medieval village.
Find Santa’s secret retreat in the borgo, deliver your Christmas letters and spend time in this magical hut with Babbo Natale and his elf friend. Advance booking required.
Take the plunge! Our infinity pool with views over Montalcino and the Val d’Orcia will be covered with a stylish marquee structure from mid-November to January to ensure our guests can take a lap, whatever the weather.
Step into a world of holiday magic designed just for our youngest guests. From crafting sparkling decorations and baking sweet festive treats, to penning heartfelt letters to Santa, every activity is a chance to spark joy, creativity and wonder.
Local artisans come together on the borgo square stocked with themed goods and art crafts. Complete the festive experience with mulled wine, hot chocolate, Tuscan biscotti and roasted chestnuts whilst carols play in the background. Also don’t miss the chance to take a photo with Santa as he wanders around Castiglion del Bosco!
On 25 December, a mass will be held in the church of San Michele Arcangelo in the borgo.
Dance the night away with live music and be amazed by this year's fireworks display.
Let Rosewood host your celebrations this festive season
Let Rosewood host your celebrations this festive season
Give your Thanksgiving celebrations a Tuscan twist this year. Stay at Rosewood Castiglion del Bosco and indulge in a special Thanksgiving dinner on the evening of November 27, infused with the rich flavors and warmth of Tuscany.
Celebrate the timeless elegance of the Vigilia tradition with an exquisite dining experience at the Michelin-starred Ristorante Campo del Drago, featuring a specially curated menu for the occasion.
Begin your Christmas day with a heartwarming brunch. A slow, joyful morning filled with celebrations, Tuscan flavors and cherished family traditions.
Bid 2025 farewell in style and ring in the New Year! Make it a night to remember with a gala dinner on December 31 at Il Granaio, our glass marquee beneath the Tuscan stars. As the clock ticks toward midnight, dance the night away to live music and welcome 2026 with a midnight toast among friends, family and loved ones.
