Poggi del Sasso Cinigiano, Italy
Renovated
2020
Price
$$$$
Rated for
Design Heritage LocalOutside the door
Medieval castle estate
Guests arrive to secluded hilltop ramparts where espresso or estate wine replaces formal check-in amidst olive groves and rolling Maremma views.
“The tiny but perfectly on-point set-up blows the dusty big castles and glossier hotels out of the water.”
What it’s good at
Remarkable
Medieval stone walls and rustic timber beams meet Indonesian antiques and custom marble.
Remarkable
Twelfth-century fortified stone castle with original hearths and arched medieval portals.
Remarkable
Kitchen cooking from three organic estate gardens, paired with house-made wine and olive oil.
What they say
One Michelin Key
Michelin
UK Readers' Choice Awards – Rest of Italy
Condé Nast Traveler
2025
Also in The 50 Discovery.
Perched on a hilltop surrounded by gently rolling hills, the Castello di Vicarello is one of these places — an authentic 12th-century castle...
Tucked away
A place apart: the property is the destination.
A private five-kilometer marked trail descends from the castle ridge through oak woodlands and organic vineyards to the Ombrone River.
The rooms
Individually styled suites pair original stone hearths and timber beams with Indonesian antiques, contemporary art, and custom marble bathrooms.
The pools
Bring a swimsuit.
A travertine infinity pool looks across the valley, and a heated green marble pool sits among the olive groves.
The spa & gym
Dogs stay too.
Restaurant
Glasshouse Dining Room
Tables inside the glass conservatory look across the gardens, with a fireplace warming the room in cooler months.
Castello di Vicarello is far more homely – with 10 cosy suites, a rustic kitchen in the place of a formal restaurant, and warm service
At the table
Tables on the high lawn and under the vine pergola overlook the valley, and the terrace bar pours estate wines.
How it began
Carlo and Aurora Baccheschi Berti relocated from Milan, spending decades restoring this twelfth-century fortress with artifacts collected across Asia.
Good to know
Stay here
Castello di Vicarello
Choose your dates to see every room and rate, and book in a few steps.
Add dates to see the price for your stay.
Or book with
Booking.com ExpediaWe may earn a commission when you book through Booking.com or Expedia. It never decides which hotels we include or how we rate them.
The app
Like this one? There are so many more.
Swipe any city’s hotels and heart the ones you love. The app gets your taste.
Our shorthand
How we rate hotels.
The medals
Gold
Extremely rare. Sets the global standard.
Silver
Brilliant execution. And we’re picky.
Bronze
They did this well. You’ll notice.
Listed
A defining trait. Makes the hotel what it is.
The eight vibes
Design
Built around a vision. Even the door handles have a designer.
Luxe
Cared for at every turn. The bath is drawn before you ask.
Local
It could only be here. You wake up knowing where you are.
Social
Where the city goes out. The bar is full and the night is young.
Heritage
A building with a story. Once a palace, a monastery, a station.
Wellness
You leave feeling new. Rest, sweat, soak and sleep like a stone.
Classic
The city grew up with it. Same rituals, same regulars, same bar.
Resort
A world of its own. Something to do from breakfast to nightcap.
The scene
Lively
Where things happen: restaurants, shops, people.
Central
Well-located: walkable to some things, a short ride to more.
Quiet
Away from the crowds. Getting around takes intention.
Secluded
A place apart: the property is the destination.