Siena & Chianti Holidays

Tuscan Vineyards

Siena specialises in medieval cities and spectacular panoramas, Chianti produces some of the best wine in the world amongst rolling green hills

Siena is a province in Tuscany that specialises in medieval cities with spectacular panoramas. Siena is also the name of the provincial capital city. Here, you can sip an espresso in Piazza del Campo, explore the monochrome Siena Catheral, or climb the 14th-century Torre del Mangia for 360-degree city views.

The province of Siena also encompasses the Chianti wine region. Not only does it produce some of the most famous wine in the world – it’s also a spectacular patchwork of rolling green hills and rustic villages. Join a wine tasting tour to learn more about the Chianti wine varieties, including Chianti Classico.

28 rooms

Montepulciano Country Resort is a typical Tuscan farmhouse, surrounded by vineyards and countryside views. We love it for its authenticity. There's self-catering apartments that range from studio to two bedroom and a nice pool in the gardens. It's well located for exploring Tuscany by car.

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from£435pp
19 rooms

This is a boutique hotel with a great location. It's very close to the old town of Pienza, which means you can walk to the little cheese shops and the fantastic views over the Val d'Oricia. The rooms at the hotel are done up in a classic Tuscan style and been well looked after.

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from£616pp
6 rooms

Campo Regio Relais is a small hotel located in the historic centre of Siena, so you'll be close to all the main attractions, bars and restaurants. With individual and elegant décor throughout and comfortable rooms, it's the perfect base for your stay in Siena.

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from£759pp

See the best of Tuscany on this self-drive tour following an itinerary that will take you, not only to world renowned sights but also to see lesser know Tuscan treasures.

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Good to know

Sampling the local grape is a must whilst in the wine region. Brunello di Montalcino is a local favourite
Buy fresh food from the local market on Thursdays in Montepulciano
Indulge your senses in Siena’s contrada, with its traditional pasticcerie and artisanal boutiques
For great Tuscan food at reasonable prices head to a traditional trattoria
Check out the hot springs in the pretty village of Bagno Vignoni