Monastero d'Ombrone Chianti, Italy
Renovated
2023
Price
$$$$
Rated for
Heritage Wellness LuxeOutside the door
Restored monastic citadel
Life revolves around the medieval circular piazza, where stone courtyards, cypress trees, and Chianti vineyards create an unhurried Tuscan rhythm.
“The resort’s interlocking pools, on the other hand, fit ingeniously into the landscape, looking out onto the area’s postcard-perfect views.”
What it’s good at
Remarkable
An eleventh-century stone monastery and medieval village organized around a circular piazza.
Remarkable
A high-salinity thalassotherapy floatation pool alongside medical detox and longevity wellness programs.
Notable
Attentive countryside hospitality with private concierge arrangements for the Palio di Siena.
What they say
One Michelin Key
Michelin
Also in Condé Nast Traveler.
Castel Monastero began life as an eleventh-century village… there are vaulted ceilings, rough-hewn stone walls, broad beams, and vineyard views galore.
Tucked away
A place apart: the property is the destination.
Set in the Ombrone valley, the estate is encircled by Chianti olive groves and vineyards fifteen miles east of Siena.
The rooms
Rooms occupy restored village houses, pairing thick stone walls, timber beams, and terracotta floors with views over the surrounding vineyards.
The pools
Bring a swimsuit.
Three cascading outdoor pools terrace down the hillside, looking out over Chianti vineyards and the stone citadel.
The spa and gym
A high-salinity floatation pool sits beneath curved stone walls, and the fitness room occupies a thatched veranda.
Dogs stay too.
Restaurant
La Cantina
Tables sit beneath thirteenth-century vaulted brick ceilings, where dinner centers on classic Tuscan recipes and Chianti Classico.
At the table
Michelin-starred Contrada serves dinner across the open-air central piazza. Cocktails are mixed at Chigi Bar and poolside Aqva.
How it began

First settled in the eleventh century before becoming a monastery, the fortified village retains its original church and vaulted thirteenth-century wine cellar.
Good to know
Stay here
Castel Monastero
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.