Rocca Di Castagnoli

Medieval fortress, working winery, and the soul of Chianti Classico

From $ 166 / night Book now

Deep in Chianti Classico, Rocca di Castagnoli combines centuries of history with a working winery at its core. Once a medieval fortress, today it’s both a boutique agriturismo and the heart of an estate producing some of the region’s most respected wines.

Stay here and you’re surrounded by vineyards and olive groves, with views that stretch across rolling Tuscan hills. The rooms and apartments carry rustic elegance – terracotta floors, wooden beams, and stone walls that speak to the estate’s past, paired with modern comforts for a relaxed stay.

The real highlight however is the connection to the winery. Guests can tour the historic cellars, join tastings, and learn firsthand what makes this corner of Tuscany so distinctive. Between vineyard walks, poolside afternoons, and leisurely meals paired with the estate’s bottles, life quickly falls into the Tuscan rhythm.

8.8 fabulous
Price from: $ 166 / night

Hotel facts

Rooms

Location

Gaiole in Chianti, Tuscany, Italy

Facilities

Restaurant, outdoor pool, swimming pool, swimming pool

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