08/15/2026
Tuscany isn’t one destination—and where you stay can completely change the trip.
If you’re deciding between Florence and Val d’Orcia, you’re choosing between two distinctly different ways to experience Tuscany.
🏛️ FLORENCE — for travelers who want city and countryside in one stay
Florence brings together Renaissance art, artisan neighborhoods, exceptional dining, and the unmistakable energy of the city.
But I like to experience Florence a little differently.
Rather than staying in the city center, consider Dimora Ghirlandaio, a historic estate tucked into the hills overlooking Florence.
I’ve personally stayed here and recommended it to travelers who want Florence within easy reach, but also the space and atmosphere of the Tuscan countryside.
What I remember most are the views—genuine “wow” moments. From my room, from the pool, and simply walking around the estate, there always seemed to be another beautiful perspective over the Tuscan landscape.
But what made it special was how much it felt like a home. Wandering into the living room and gathering around the breakfast table each morning gave our days a wonderfully personal rhythm. Add incredibly attentive service, and it felt entirely different.
🌿 VAL D’ORCIA — for travelers who want to immerse themselves in the countryside
About 90 minutes from Florence, Val d’Orcia reveals another side of Tuscany: UNESCO-protected rolling hills, medieval towns, and Brunello di Montalcino.
And for golfers, there’s an unexpected bonus. Castiglion del Bosco is home to Italy’s only private golf course, designed by Tom Weiskopf.
So, which Tuscany are you?
🏛️ Florence, with the city at your fingertips and a countryside retreat to come home to?
or
🍷 Val d’Orcia, where Brunello, medieval towns, and a little golf set the pace?
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