12th-century 740-acre Chianti castle, 50 rooms, COMO Hotels, the only COMO Tuscany property.
"A genuine 12th-century castle on a 740-acre Chianti estate, half an hour from Florence: 50 COMO-styled rooms, a Michelin-starred table, and a vineyard at the door."
COMO Castello del Nero is one of the strongest anniversary choices on this list: a genuine 12th-century castle on a 740-acre Chianti estate, half an hour south of Florence, that reopened as COMO's only Italian hotel in 2019. For a milestone trip it delivers the full Tuscan fantasy without feeling like a museum. The 50 rooms and suites, restyled by designer Paola Navone, keep their terracotta floors and beamed ceilings yet feel light and contemporary, and the best of them look straight over the vineyards and the formal garden. Dinner is the set piece: La Torre, beneath the vaults of the castle's former stables, has held a Michelin star for more than a decade. Add the COMO Shambhala spa, a cellar tasting of the estate's own Chianti, and a pool above the hills, and a two-night anniversary fills itself. The honest trade-off: this is deep countryside, so a car is essential, and the estate's scale means a real walk between your room, the spa, and the restaurant. For a couple who wants a castle, a starred table, and a vineyard at the door, it is hard to beat.
Ask for a castle suite with a terrace facing the vineyards rather than the courtyard. If you want maximum privacy, the estate also has independent villas with their own pools, worth the upgrade for a special-occasion stay.
Book La Torre well ahead and ask for a table under the old stone vaults, then keep a morning free for a guided tasting of the estate's own Chianti in the castle cellars. The COMO Shambhala spa is quietest right after breakfast.
COMO Castello Del Nero sits within our broader Top 20 Hotels in Tuscany for an Anniversary list. It scored an aggregate 9.6/10 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 Tavarnelle Val di Pesa (Chianti) 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 in advance. Suites with the prime view angle sell through first; for peak months, availability is measured in months rather than weeks. Suite-level rooms with private plunge pools or terraces, the ones that earn this rank, are typically the first to sell out.
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