Lupaia Tuscany could be described as the quintessential boutique retreat for travellers seeking authentic Italian charm. This family-owned hotel transforms a historic 1622 estate into a romantic sanctuary where time moves at nature’s pace. Set amid rolling vineyards and ancient olive groves, this magical property offers panoramic views that stretch across the Val di Chiana, with Montepulciano’s medieval silhouette gracing the southern horizon.
The journey to Lupaia Tuscany begins along a 2.5-kilometre unpaved road lined with olive groves and vineyards, immediately setting the tone for an escape from modern life’s hurried rhythm. Located just 90 minutes from Florence Airport, Lupaia strikes the perfect balance between accessibility and seclusion, creating what owners describe as a “cocoon of birdsong and peace” where guests naturally fall into what locals call the Tuscan mood.
Historic charm meets contemporary comfort

Lupaia’s 12 individually designed rooms and suites occupy thoughtfully restored farm buildings that whisper stories of four centuries past. Original stonework, weathered beams, and traditional hearths provide authentic character whilst luxury fabrics, antique furnishings, and modern amenities ensure contemporary comfort. The Master Suite Lupaia features two bedrooms and a private terrace, whilst the Nido Junior Suite offers 360-degree views and an open fireplace for romantic evenings.
Each accommodation at Lupaia Tuscany seamlessly connects guests with the enchanting landscape through private terraces or gardens adorned with wisteria and carefully tended flowerbeds. The property’s design philosophy centres on providing ample space and privacy, allowing couples to truly disconnect and reconnect with each other amidst Tuscany’s timeless beauty.
Farm-to-table dining in the traditional kitchen
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The traditional open kitchen serves as Lupaia’s beating heart, where chef Andrea crafts daily menus inspired by the hotel’s garden harvests and seasonal produce. This commitment to farm-to-table dining ensures guests experience authentic Tuscan flavours that change with nature’s rhythm. Breakfast features homemade fruit tarts, fresh croissants, and local fruits alongside regional cheeses and cold cuts, whilst dinner presents a four-course Tuscan menu that varies daily.
Meals can be enjoyed in the intimate dining room or on the terrace overlooking the valley, with wines sourced primarily from nearby Montepulciano and Montalcino vineyards. This culinary approach perfectly complements the hotel’s philosophy of creating an authentic Lupaia Tuscany experience that celebrates local traditions and seasonal abundance.
Curated experiences showcase regional traditions

Lupaia Tuscany’s carefully crafted experiences invite guests to engage deeply with Tuscan culture and landscape. Private wine tastings showcase exceptional local vintages, whilst truffle hunting expeditions with local hunter Pierpaolo and his trained dogs reveal the region’s culinary secrets. The sunset Negroni experience beneath a pergola overlooking Montepulciano creates magical moments that epitomise the romance of this exceptional estate.
Cooking classes in the traditional kitchen allow guests to master authentic recipes, whilst guided e-bike tours and complimentary mountain bikes encourage exploration of the surrounding countryside. These experiences ensure visitors leave with genuine insights into Tuscan life rather than superficial tourist encounters.
Wellness and relaxation in natural surroundings
The infinity pool, dramatically positioned to overlook the Val di Chiana, provides the perfect spot for contemplating Tuscany’s rolling landscape. A heated jacuzzi nestled amongst rosemary and lavender plants offers evening relaxation under star-filled skies. In-room massages and beauty treatments can be arranged, whilst a small gym accommodates those maintaining fitness routines during their stay.
The property’s wine and cocktail bar, library, and various garden retreats provide multiple spaces for quiet reflection, making Lupaia Tuscany ideal for guests seeking both active exploration and peaceful downtime. The combination of natural beauty and thoughtful amenities creates an environment where true relaxation becomes inevitable.
Planning your escape to Lupaia

This exceptional Tuscan hilltop retreat operates from mid-March to late November, with extended availability planned for 2026. The property welcomes pets for a fee and provides electric vehicle charging stations for environmentally conscious travellers. Staff remain accessible via WhatsApp for recommendations and special requests, ensuring personalised service throughout each stay.
For couples seeking romance, tranquillity, and authentic Tuscan experiences, Lupaia Tuscany represents the ideal balance of luxury and authenticity. This magical property proves that the most memorable escapes happen when genuine hospitality meets spectacular natural beauty, creating moments that linger long after departure.












