The best places in Siena to enjoy and learn about wine. Here is a list of our best wine hotels and wineries in Siena Province
Are you ready to dedicate your vacation to the delight of wine? Siena Province provides a range of special spots and exciting opportunities for just that. Yes, quite a few options, making it a bit tough to choose the perfect one for you – from the Chianti wine in the heart of Siena to the fragrant Brunello made in the peaceful Montalcino area. Join in wine tastings, truly discover the stories and flavors of different places, and relish the views of the lovely vineyards of Siena Province. To help you find the best choice, we've made a list of where to stay in the most famous wine-making spots of Siena Province. What about a traditional winery or a country villa in Montalcino with its own wine storage? Or perhaps a rural hotel in a vineyard in Montepulciano? Let our choices of fantastic places to stay in Siena Province inspire you, surrounded by stunning wine landscapes. Dive into the captivating world of wine and enjoy a vacation that pleases all your senses. We're excited to give you an unforgettable wine adventure!
Our most recent list of the best wine hotels, wineries, and enotourism in Siena Province:
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Casa Fabbrini
Manor HouseEnjoy your summer in this beautiful Tuscan vacation home with a swimming pool. This 17th-century country inn offers a timeless atmosphere and modern comfort. The garden with an olive grove and saltwater pool promises relaxation. Ideally located in the Orcia Valley, near thermal baths and Fonteverde Natural Spa Resort.- Countryside
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- 8 rooms
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- from 221 EUR
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Borgo Lucignanello Bandini
Holiday Apartments- Italy
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- Tuscany
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- Siena
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- San Giovanni D'Asso
Authentic vacation homes in a historic Tuscan village. Masterfully restored, they offer modern comfort, rustic charm and panoramic views. Ideal for romantic getaways and weddings. The pool and Casale Sarageto are best suited for larger groups. An unforgettable Tuscan experience!- Countryside
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- 6 properties
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- from 129 EUR
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Fattoria San Martino
Design Hotel- Italy
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- Tuscany
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- Siena
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- Montepulciano
Fattoria San Martino – An idyllic farmhouse inn where hospitality is at the heart of everything. Bright, spacious rooms, sustainable design and personalised service. Enjoy the harmonious connection with nature, relaxation or conviviality. An unforgettable stay awaits you!- Countryside
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- 6 rooms
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- from 255 EUR
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Art-Hangar
Holiday home villa- Italy
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- Tuscany
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- Siena
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- Montalcino
This design villa in Tuscany is a modern work of art surrounded by nature. With 2 bedrooms, a swimming pool, a sauna and original artworks, it offers a contemporary style and maximum comfort. Ideal for art and nature lovers.- Countryside
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- 4 people
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- from 540 EUR
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Castello di Fonterutoli
Hotel & Self-CateringThe charming country hotel in the heart of Chianti, near Siena, offers 4 rustic apartments for relaxing stays. Experience the timelessness of Tuscany amidst vineyards and olive groves, surrounded by traditional flair and tranquillity.- Countryside
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- 4 rooms
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- from 85 EUR
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Castello di Spaltenna
Castle hotel- Italy
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- Tuscany
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- Siena
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- Gaiole in Chianti
Discover the mediaeval heritage at the luxury hotel Castello di Spaltenna in Chianti. Historic charm, knight's armour and modern comforts await you at this time-travel destination. Enjoy views of both beautiful vineyards and vast forests from the outdoor pool and terrace.- Countryside
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- 37 rooms
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- from 280 EUR
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Fattoria Tregole
Holiday home villaThe 16th century Fattoria Tregole winery in Chianti is a Tuscan-style villa. Ideally located with a garden, swimming pool and close to Castellina. Experience authentic Tuscany and relax in the heart of picturesque vineyards.- Countryside
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- 4 properties
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- from 180 EUR
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Follonico
Country Hotel- Italy
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- Tuscany
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- Siena
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- Torrita di Siena
This characteristic rural hotel Follonico is a place where you can feel the authenticity of Italy in a warm and hospitable environment, while exploring the magnificent countryside and historical treasures to be found in Tuscany.- Countryside
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- 6 rooms
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- from 285 EUR
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La Locanda del Castello
Hotel- Italy
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- Tuscany
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- Siena
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- San Giovanni D'Asso
A lovely little Tuscany hotel still off the beaten track. Unless you are a connoisseur of fine white truffles, you may never have heard of San Giovanni d’Asso, a small hamlet nestled comfortably in the hills of this beautiful and relatively u...- Village
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- 9 rooms
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- from 150 EUR
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Relais La Costa
Spa Hotel- Italy
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- Tuscany
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- Siena
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- Monteriggioni
The romantic Relais la Costa wellness hotel in Monteriggioni offers relaxation surrounded by Tuscan nature. Enjoy charming suites, homemade breakfast, sauna, a Turkish bath and a heated pool. A perfect place for a relaxing retreat near Siena and Florence.- Countryside
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- 7 rooms
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- from 189 EUR
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Vegan Agrivilla i pini
Boutique Hotel- Italy
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- Tuscany
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- Siena
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- San Gimignano
The i Pini Biotique Agrivilla is the ideal vegan hotel for sustainable luxury in the Tuscan countryside. Enjoy exclusive rooms, only organic and vegan cuisine and green surroundings. Welcome to your Secretplace.- Countryside
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- 11 rooms
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- from 430 EUR
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Villa Vetrichina
Bed and Breakfast or whole VillaThe dreamlike villa in the middle of the Tuscan countryside offers space for 14 people, a modern pool and an in-house restaurant. Discover the beauty of San Casciano dei Bagni and enjoy the Italian dream.- Countryside
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- 6 rooms
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- from 220 EUR
Our short listed lodgings
Below you will find some more lovely accommodations we have recently discovered and that we will publish soon. You can book them through booking.com in the meantime.
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Dievole Wine Resort
Country HotelIn the heart of the Chianti region, the 16th century buildings of Wine Resort Dievole overlook 400 hectares of stunning vineyards and olive groves. The resort features 27 elegantly renovated rooms and suites, each adorned with antique furnishings and offering breathtaking views. Guests can indulge in authentic Tuscan cuisine, enjoy wine tastings, or simply relax by the pool while iconic cities such as Siena or Florence are only short car trip away.- Countryside
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- 27 rooms
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- from 298 EUR