A restored 14th-century borgo and castle near Sinalunga, in the Val di Chiana, with 27 rooms, a vineyard, and a long-running Tuscan kitchen.
"A restored 14th-century farming hamlet near Sinalunga: 27 rooms, an estate vineyard, and a Tuscan kitchen that has run since 1971."
Locanda dell'Amorosa earns its anniversary place on atmosphere and quiet. It is a restored 14th-century farming hamlet near Sinalunga, in Siena's Val di Chiana, with 27 rooms set among the old borgo and castle buildings. The draw is the setting and the food: Le Coccole dell'Amorosa, the in-house Tuscan restaurant, opened in 1971 in what were once the medieval stables and is still the reason most couples book, and the estate keeps its own vineyard and a pool. Request a room in the main borgo for the courtyard and countryside views rather than the plainer quadrangle-facing rooms. Two honest caveats cover the money and the logistics. First, it is genuinely rural: roughly an hour from Siena and about 75 minutes from Florence (FLR) airport, so you will want a car. Second, rates from about €350 a night buy charm and calm, not spa-resort facilities. For couples who prefer a private Tuscan hideaway to a full-service resort, that trade is exactly the appeal.
A room in the original castle building for the most character and the best views, or a Junior Suite to keep the rate nearer entry level.
Book a table at Le Coccole dell'Amorosa well ahead; it is the heart of a stay here and fills on weekends. With no spa on site, build the day around the pool, the vineyard, and a drive into Siena, Montepulciano, or Pienza.
Locanda dell'Amorosa sits within our broader Top 20 Hotels in Tuscany for an Anniversary list. It scored an aggregate 9.2/10 across the three editorial criteria, competitive against the field but, on an anniversary-specific factors, the angle above is what earned its rank. For the alternatives in the same Tuscany neighbourhood, see Sinalunga (Val di Chiana) and adjacent. For a different city entirely, see the related lists below.
Have firm dates? Our editor's advice is to book roughly twelve weeks ahead. The larger borgo rooms, the ones this ranking rests on, are the first to go in the spring and autumn windows, when the Val di Chiana light is best and rates are highest.
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