Rosewood Castiglion Del Bosco

Some places are so extraordinary they feel almost unreal. Rosewood Castiglion del Bosco is one of them. Perched high on a Tuscan hill, it is an old village brought back to life, every stone and path restored with reverence and style. The setting is nothing short of breathtaking. Rolling vineyards, cypress trees and golden light stretch to the horizon. The views alone are worth the trip, but the hotel itself is even more impressive. The rooms are vast and elegant, the kind you could happily live in forever. Every detail feels handpicked, blending old-world character with modern comfort. The staff are exceptional, discreet yet warm, and they make the whole experience feel effortless. The food is as memorable as the views. From intimate dinners to the brilliant Street Festival buffet-style evening, every meal is an event and every bite a reminder of how good life can be. Service throughout is flawless, attentive without ever feeling fussy. Verdict: total perfection. Rosewood Castiglion del Bosco is one of the best places I have ever stayed. It is not just a hotel, it is an experience, and one I would return to in a heartbeat.

A World-Class Masterpiece: Rosewood Castiglion del Bosco, Tuscany From the moment my husband and I arrived at the Rosewood in Tuscany, it was clear we were experiencing something truly extraordinary — not just a resort, but one of the finest hotels in the world. Every element is perfection: the warm, professional, and impeccably attentive staff make you feel like the most important guest on property. Our ultra-luxurious villa stay was beyond anything we’ve ever experienced — spacious, exquisitely designed, and effortlessly elegant, topping even the most exclusive five-star resorts globally. The spa deserves special praise — I had the best facial of my life, a one-hour treatment using Officina Profumo-Farmaceutica di Santa Maria Novella products, complete with a facial massage that left my skin glowing and my entire body rejuvenated. Absolute heaven. The concierge team also made the impossible possible by arranging for us at the last minute to attend the Palio di Siena on our second night — a once-in-a-lifetime experience we will never forget. Thanks to them, we saw one of Italy’s most historic and thrilling events up close. The food is exceptional, the wines from the estate vineyard divine, and each meal felt like a celebration of Tuscan culinary artistry. Whether relaxing poolside, exploring the grounds, or sipping a Brunello with a sunset view, every single detail is flawless. A stay here isn’t just a vacation — it’s a once-in-a-lifetime experience that sets an entirely new benchmark for luxury hospitality worldwide.

Went to check out this venue for my wedding. Granted I was there because my fiancé and I were looking at a full buyout of the property, it is over 1mil for a full buyout for 3 days. However the experience was terrible, first off they made us rent a villa for 17k for two nights for the two of us, we were supposed to be able to see the grounds and different villas, but they wouldn’t let us see inside of them due to “the fact they were being cleaned” I expressed I didn’t care and we would like to see this as it’s important and they wouldn’t let us. The Michelin restaurant on site was not that great, the other restaurant was better. We did not get to experience one aspect of the hotel because we were with the staff viewing the property, and then when we asked for a late checkout (their checkout is at 10am lol) they would not allow it, so this is why we decided not to go with this venue or ever come back here for vacation. Also when they tell you the property is 5000 acres, what they mean to say is their vineyard is 4995 acres and they have 5 acres of actual usable property by the resort.

Bad Management / organization I specifically asked for adjoining rooms and was given a bedroom in a different floor so my kids were left alone in a different room… conclusion wife with kids and me alone Also left in a cluster that had to walk on a highway to reception and breakfast

Pros: -Amazing property; had a terrace suite -2 pools; one is an adults only pool -Wine tour and cooking class; best bowl of bolognese -The small details matter (CDB bookmarks) -Only private golf course in Italy Cons: -Isolated location