Castiglion del Bosco, A Rosewood Hotel

Hotel·MontalcinoMentioned by Condé Nast Traveler
Castiglion del Bosco, A Rosewood Hotel
Photo: Condé Nast Traveler
“This hotel is the sprawling Tuscan estate you've always dreamed of staying in. The property is spread over 5,000 acres but manages to feel intimate, with 42 stylishly decorated suites and 11 villas. Nice. What’s the crowd like? You're likely to find slick city-dwellers and international jetsetters…”
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Condé Nast TravelerAug 17

The 15 Best Hotels in Tuscany Where the Rooms Are as Great as the Wine

From villages transformed into resort hotels to small boutique boltholes nestled in hilltop towns.

Suites and villas with a working vineyard and renowned red wine.

19 things in this story
  • Castiglion del Bosco, A Rosewood HotelHotelSuites and villas with a working vineyard and renowned red wine.
  • Elsewhere
  • CastelfalfiHotelMontaione, ItalyWhole-village resort with valley views and four restaurants.
  • Bar Ecrù & LoungeRestaurantMontaione, ItalyOne of four restaurants in the main building.
  • Il PellicanoHotelPorto Ercole, ItalyIcon of Italian hospitality on Monte Argentario slopes.
  • Villa San MicheleHotelFiesole, Italy15th-century monastery turned villa with superb staff.
  • LupaiaHotelTorrita di Siena, ItalyFour rooms and eight suites with scenic views.
  • La Darbia ChiantiHotelGreve in Chianti, ItalyHilltop property with suites in ancient stone farmhouses.
  • Borgo Santo PietroHotelChiusdino, Italy300-acre estate with manicured gardens and a swimming hole.
  • Trattoria sull’AlberoRestaurantChiusdino, ItalyRestaurant with a thick oak tree rising in the middle.
  • Il SalviatinoHotelFiesole, Italy15th-century villa with a spa and private parkland.
  • La RoqqaHotelPorto Ercole, ItalyCliffside retreat with secluded views of the Tyrrhenian Sea.
  • SciroccoRestaurantPorto Ercole, ItalyOutdoor restaurant serving fresh local seafood.
  • Isolotto Beach ClubSightPorto Ercole, ItalyHotel's beach club for lounging and lunches.
  • Borgo dei Conti ResortHotelBoschetto Vecchio, ItalyRedesigned country hotel with infinity pool and forest trails.
  • Hotel Castello di ReschioHotelLisciano Niccone, Italy11th-century castle hotel on rolling hills.
  • Castello di VicarelloHotelPoggi del Sasso, ItalyA romantic 12th-century castle retreat.
  • Belmond Castello di CasoleHotelCasole d'Elsa, ItalyA restored 10th-century castle estate.
  • Borgo San FeliceHotelCastelnuovo Berardenga, ItalyA historic village transformed into a hotel.
  • Vocabolo MoscatelliHotelGubbio, Italy
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