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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Overlooking the rolling hills of Tuscany, set between Montepulciano and Pienza, Lupaia is an ancient farm estate dating back to 1622. Today, operating as a boutique hotel, it features a unique combination of nature and history, blended in total harmony. Set on a small hilltop, all rooms enjoy enchanting views over the surrounding hills and medieval villages. Each accommodation has an independent entrance and either a private terrace or garden, featuring all modern comforts, while being unique in style, decoration and details. Facilities include a restaurant, outdoor swimming pool, gym and a reading room. Various exclusive activities, like cooking classes and the Sunset Negroni experience, are available to ensure a truly memorable stay.