Montepulciano, Italy
Borgo San Vincenzo
Restored vineyard hamlet
Restored vineyard hamlet
Life here centers on wine, bringing guests together for sommelier masterclasses, communal wood-fired dinners, and cocktails on the central piazza.
“Guest rooms are simultaneously cozy and sumptuous, with exposed brick walls and rough carved wooden armoires juxtaposed with neutral-hued bedding and terra-cotta tile floors.”
What it’s good at
Notable
Exposed brick walls, terracotta floors, and suites named after oversized wine bottles.
Notable
An 18th-century stone farmstead restored into a hamlet among Montepulciano vineyards.
What they say
Michelin Selected
Michelin
Also in AFAR.
This boutique bolthole sits amid Tuscany's vineyards with panoramic views that hypnotize.
Tucked away
A place apart: the property is the destination.
Vino Nobile vineyards stretch in every direction, and the medieval hilltop town of Montepulciano is a fifteen-minute drive away.
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The rooms
Carved wooden armoires furnish the bedrooms, and larger suites open onto private terraces with views across the grounds.
The pool
Bring a swimsuit.
Sun loungers and tall cypresses line the swimming pool, looking out across the surrounding estate vineyards.
At the table
Il Ciuchino serves seasonal Tuscan fare inside a glass conservatory, and The Flying Monk pours regional wines beneath brick arches.
How it began

Built in 1780, the estate was a working farmstead before American hoteliers restored its five stone buildings in 2022.
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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.