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Lupaia

Tuscany, Italy • Siena • SPLURGE

avg. $603 / night

Includes $32 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

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Cash back

5% cash back on all completed stays (redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out)

Credit card points

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Hotel loyalty points

Points accrual and status eligibility with major hotel loyalty programs: Marriott Bonvoy, Hilton Honors, World of Hyatt, and others

Free breakfast

Breakfast-included rate options available

Room upgrades

Complimentary room upgrades (subject to property availability)

Extend your stay

Early check-in and late check-out (subject to property availability)

Part of Small Luxury Hotels

Location

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At a glance

A ten-room relais in converted medieval farm buildings with original stonework, whitewashed interiors, and a fireplace restaurant.

Best for: Travelers who read buildings and rural Tuscany seekers

Highlights:

  • Medieval farm buildings converted with original tufa stonework intact
  • Ten rooms with whitewashed beams, antique mirrors, aged terracotta floors
  • Restaurant in brick-arched room with stone fireplace and oil portraits
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PB hotel design editorial

Perched on a hillside between Montepulciano and Torrita di Siena, a cluster of medieval stone farm buildings that had stood largely untouched for centuries was converted into Lupaia, a ten-room relais that treats its age not as a problem to be solved but as the entire point. The exterior stonework — rough-coursed tufa and brick, terracotta roof tiles, a wrought-iron pergola threaded with climbing vines — was left to carry its centuries of weather and repair, lit at dusk with ground-level uplights that turn the facade the color of warm embers. The pool terrace, edged in pale travertine, sits at the property's edge where the land drops away into rolling pasture and cypress-lined ridgelines, the geometry of the water the only thing about the composition that feels deliberately designed. Inside, each room arrives at a slightly different character while sharing the same vocabulary: whitewashed timber beam ceilings, antique gilt mirrors, floors alternating between aged terracotta tile and bleached wide-plank oak. One room pairs a tartan-upholstered headboard with blue-lacquered bedside lamps and a partially open bathroom dressed in navy-and-white chequerboard tile; another layers floral cushions and striped linen curtains beneath vaulted plaster ceilings. The restaurant, framed by a full brick arch and gathered around a massive stone fireplace with a rough-hewn timber lintel, hangs oil portraits alongside gilded mirrors and sets its tables on worn oak boards over a crimson rug — the atmosphere closer to a Sienese family home than a country hotel.

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