With thousands of wineries welcoming visitors for tastings, plus a thriving restaurant culture, Tuscany is one of the world’s leading wine tourism destinations. Beyond the cellars and dining rooms, many estates now offer overnight stays, allowing guests to immerse themselves in the landscapes, traditions, and wines of the region. Whether housed in a medieval castle, a restored hamlet (or borgo), or a contemporary vineyard retreat, the best wine hotels in Tuscany offer more than just accommodation, they provide a gateway to the region’s winemaking heritage.
Wineries continue to invest in their hospitality, transforming historic estates into refined stays. Borgo San Felice, a beautifully restored medieval village in Chianti Classico, combines Relais & Châteaux luxury with access to some of the region’s most expressive Sangiovese wines. Castello Banfi, set within a historic fortress near Montalcino, pairs elegant rooms with vertical tastings of Brunello and Tuscan-inspired dining at La Sala dei Grappoli. Meanwhile Castello La Leccia, in the Chianti hills, offers a more intimate escape, where guests can enjoy organic Sangiovese, an infinity pool overlooking the vines, and a relaxed rural atmosphere. In Gaiole in Chianti, Capannelle Wine Resort offers a boutique stay with just five exclusive rooms, each designed to help guests lose themselves in the estate’s terroir before tasting their highly regarded Super-Tuscans. Read on for a selection of the finest Tuscan wine hotels, immersed among the region’s rich winemaking traditions.
Ten of the best wine hotels in Tuscany
San Felice
Chianti Classico
Borgo San Felice, a medieval hamlet turned luxury retreat in Chianti Classico, offers elegant Relais & Châteaux accommodation amidst a working vineyard. Renowned for its ‘Il Grigio’ wines, and more recently its Michelin-starred restaurant, Poggio Rosso, the estate blends history with a contemporary international feel. Guests can enjoy sweeping views over the vines, fine dining and a wine list inclusive of sister property labels in Montalcino and Bolgheri. This represents one of the best wine hotels in Tuscany for those seeking upscale hospitality alongside rustic charm; perfect for couples and larger groups.
Castello di Mileto
Chianti Classico
Castello di Meleto is a storybook retreat in the heart of Chianti, offering a true taste of life on a working wine estate – and surrounded by some of Chianti’s most renowned wineries, just an hour from Florence, 45 minutes from Siena, and a short drive from Gaiole in Chianti. With accommodation ranging from castle rooms to nearby farmhouses, it’s ideal for both families on longer stays and couples seeking a short countryside escape. The estate’s wines can be enjoyed in the enoteca, where a light lunch menu features local specialties, including estate-reared cinta senese pork. Steeped in history, the castle dates back to the 11th century and was once a summer residence of the Ricasoli family. Today, it remains a charming retreat right in the thick of Chianti country.
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Rocca di Castagnoli
Chianti Classico
Rocca di Castagnoli is a historic Chianti Classico estate, its medieval fortress once the heart of the Castagnoli hamlet. Historically owned by the region’s noble families, the Tempi and Ricasoli included, and having earned praise for its wines from Grand Duke Pietro Leopoldo in 1773, its centuries-long winemaking heritage is clearly defined. Today, the estate spans 850 hectares, with vineyards at elevations from 320 to 550 metres, producing elegant, structured Sangiovese wine. Since 1981, extensive renovations have enhanced both the winery and accommodation. Guests can explore the vineyards, tour the cellars, and enjoy private tastings, including in the medieval barrel-ageing rooms. Stays in the beautifully restored fortress and meals at La Castellina restaurant complete the experience. Surrounded by vineyards, olive groves, and forested hills, Rocca di Castagnoli is an ideal retreat for those seeking authentic Tuscan wine culture.
Capanna Suites
Montalcino
Just down the road from the Capanna winery, Capanna Suites is one of the best wine hotels in Tuscany for guests looking for an intimate retreat on the edge of Montalcino. An on-site pool, restaurant and wellness facilities support a choice of well-finished apartments. The elegantly restored suites combine traditional warmth with a touch of understated luxury, while the spa offers various treatments infused with local ingredients. From the terrace, guests can take in the soft morning mist drifting over the vineyards, before enjoying a leisurely breakfast in full view of idyllic valley slopes. The same uninterrupted view stretches from the infinity pool, a perfect spot to unwind with a glass of the estate’s Rosso di Montalcino. Dining is classic, refined Tuscan cuisine supported by a library of back Brunello vintages, allowing guests to explore the evolution of Capanna’s wines over decades.
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Monteverdi
Chianti Classico
Nestled in the rolling hills of Castiglioncello del Trinoro, Monteverdi Tuscany is a secluded Tuscan wine hotel that blends art, design, and world-class wine experiences. More than just a hotel, it is an immersive cultural destination, offering beautifully restored stone villas and suites with breathtaking views over the Val d’Orcia. The estate’s vineyards, planted with Sangiovese, Cabernet Franc, and Merlot, produce small quantities of wines that reflect the region’s terroir. Guests can enjoy exclusive tastings, private vineyard tours, and food at Oreade, the hotel’s fine-dining restaurant. The Monteverdi Culinary Academy offers immersive food and wine experiences, while the on-site spa provides holistic treatments inspired by Tuscany’s natural elements. With its refined atmosphere and commitment to artisanal luxury, Monteverdi Tuscany is a destination for discerning travelers seeking elegance, culture, and a deep connection to wine and place.
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Castello Banfi
Montalcino
Set within the historic Castello Banfi, Il Borgo provides an immersive stay at one of Montalcino’s most recognised wine estates. The hotel balances medieval character with modern comfort, offering suites that overlook the vineyards and olive groves. Breakfast on the terrace sets the tone for a day spent exploring the Banfi winery, where guests can taste the estate’s ‘Poggio alle Mura’ Brunello. Exclusive tastings highlight the estate’s flagship wines, while the La Taverna restaurant pairs them with all the usual seasonal dishes. The Banfi Wine & Glass Museum adds further depth, tracing the evolution of the estate’s winemaking and glassmaking traditions. In Montalcino terms, Banfi is a prominent corporate player, but in combining fine wines, hospitality, and heritage, Castello Banfi – Il Borgo has become a familiar reference point for the area and will appeal to both enthusiasts and those starting out on their wine journey.
Castiglion del Bosco
Montalcino
Castiglion del Bosco offers a secluded retreat, set as it is within a 5,000-acre private estate, where luxury hospitality meets a deep-rooted winemaking tradition. Founded by Massimo and Chiara Ferragamo, this Rosewood resort is built around a carefully restored 900-year-old borgo. Suites and villas feature terracotta tones, exposed beams, and handcrafted furnishings, balancing historic character with understated comfort. Private terraces overlook the vineyards, reinforcing the estate’s tranquil and exclusive atmosphere. Guests can explore Castiglion del Bosco’s Brunello di Montalcino through guided tastings, participate in the harvest, or dine at Osteria La Canonica, where Tuscan ingredients and dishes inevitably dominate. This exclusive destination is one of the best wine hotels in Tuscany, and undoubtedly, with prices to match, at the top end of hospitality.
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Castello la Leccia
Chianti Classico
Set in the hills above Castellina in Chianti, Castello La Leccia offers sweeping views across vineyards and olive groves toward San Gimignano, Monteriggioni, and Siena. The restored medieval castle provides history and atmosphere, while its 12 contemporary rooms have a unique personality. Breakfast is served in the Limonaia, a conservatory filled with lemon trees, or outdoors, where guests can take in the landscape while enjoying homemade cakes, fresh cheeses, and Tuscan bread. Lunch is a relaxed affair, best enjoyed by the pool or under ancient holm oaks with a glass of wine, and as the sun sets, an aperitivo in the gardens sets the tone for an evening at the estate’s zero-kilometre restaurant. Castello La Leccia is a place to lose yourself in the rhythms of Tuscan country life.
Castello di Nipozzano
Chianti Rufina
A fortified stronghold since the year 1,000, Castello di Nipozzano is the most historic estate of the Frescobaldi family, a dynasty that has shaped Tuscan winemaking for centuries. Overlooking the rugged Chianti Rufina hills, the castle’s ancient stone walls and grand halls are atmospheric, while the boutique hotel and spa are fittingly upmarket. The vineyards, planted in 1855, introduced Cabernet Sauvignon, Merlot, Cabernet Franc, and Petit Verdot to Tuscany, forming the foundation of Mormoreto, the estate’s iconic wine. Guests can enjoy exclusive tastings, cellar tours, and gourmet dining surrounded by history, where Renaissance artists like Donatello once sourced their wine. A true immersion in Tuscany’s noble winemaking tradition.
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Conti di San Bonifacio
Maremma
Nestled in the hills of Maremma, Conti di San Bonifacio is a boutique Tuscan wine hotel that blends rustic elegance, organic winemaking, and simple but authentic Italian hospitality. Created by Count Manfredo and Countess Sarah di San Bonifacio, the estate is a labour of love, with seven hectares of meticulously tended vineyards producing award-winning wines under the expertise of consulting winemaker Luca d’Attoma. The Maremmana Restaurant, perched serenely on the hilltop, embraces a farm-to-table ethos, using organic ingredients from the estate’s own garden. The interiors balance local craftsmanship with designer touches, while a pool with panoramic views and the Tree Lounge Bar create a chilled out, social atmosphere. Guests can immerse themselves in vineyard life, from wine tastings to harvest experiences, making this a true wine lover’s escape.
Relais Falconiere & Spa
Cortona
Cypresses, umbrella pines, silver-green olive trees and vineyards as far as the eye can see. What more can you want? Just outside the medieval town of Cortona, this modern retreat and spa facility by Relais & Chateaux is one of the best wine hotels in Tuscany for those looking for a peaceful stay in a boutique family-run estate. Once a 17th-century noble villa, the property houses a Michelin-starred restaurant, overseen by the Baracchi family, who have deep ties to Tuscan winemaking. The Sereno Spa, set within a converted lemon house, offers wine therapy treatments in the pursuit of holistic well-being. They can include an antioxidant bath with red wine extracts, thought to stimulate circulation and smooth the skin, as well as a regenerating massage. The Baracchi Winery, known for its expressive Syrah and Sangiovese wines, invites guests to enjoy cellar tours and guided tastings. With panoramic views, antique-filled interiors, and farm-to-table dining, Il Falconiere is all about understated Tuscan luxury.
Il Borro
Arezzo
Il Borro, a restored medieval hamlet and wine estate owned by the Ferragamo family, spans 1,100 hectares of vineyards, olive groves, and organic farmland. Certified organic since 2015, the Il Borro winery produces terroir-driven wines, including the highly scored Il Borro Toscana IGT, a Merlot, Cabernet Sauvignon, and Syrah blend, alongside expressive Sangiovese-based wines. Guests can explore these through private tastings and cellar tours. Accommodations range from luxurious villas to suites within the medieval village, blending historic charm with modern comfort. Osteria del Borro showcases estate-grown ingredients in refined Tuscan dishes, while a spa, artisan workshops, and equestrian centre may make it hard to find reason to ever leave the premises. Rooted in tradition and sustainability, Il Borro is an impressive retreat and one of the most important wine estates in the east of Tuscany.
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Casa Ruffino
Chianti Colli Fiorentini
Casa Ruffino, nestled within the Tenuta Ruffino Poggio Casciano estate near Florence, less than 10 miles from Ponte Vecchio, is an intimate address with eight double rooms, each uniquely furnished and equipped to a high standard. Guests can unwind by the infinity pool, which overlooks the verdant Tuscan hills. Breakfast gives a taste of the good life, with dishes served on the terrace overlooking serene country views. The estate’s gourmet Tre Rane Restaurant serves elevated traditional Tuscan cuisine à la carte and in a setting that features white tablecloths under chandeliers, with a selection of Ruffino’s top wines served in elegant stemware. Explore the winery through immersive tours and tastings, delving into a history that dates back to 1877. The Enoteca Ruffino stocks the entire portfolio, including old vintages and limited-edition releases.
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Villa Medicea di Lilliano
Chianti Colli Firenze
A historic Medici estate turned luxury wine retreat, Villa Medicea di Lilliano offers an elegant escape in the Chianti Colli Fiorentini hills, just outside Florence. Once a hunting lodge for the Medici family, the villa seamlessly blends Renaissance grandeur with contemporary hospitality. The estate’s boutique accommodation, set within historic farmhouses, feature the timeless Tuscan decor of terracotta tiles, exposed beams, and ornate ironwork, while private terraces overlook olive groves and vineyards. The Malenchini family winery, based on the estate, produces organic Chianti wines and extra virgin olive oil, which guests can enjoy through private tastings and vineyard tours. With its panoramic terraces, event spaces, and proximity to Florence, Villa Medicea di Lilliano is an idyllic blend of history, wine, and refined Tuscan living.
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Capannelle Wine Resort
Chianti Classico
The Capannelle Wine Resort is a family friendly retreat set within a historic 16th-century villa in the heart of Chianti Classico. The boutique accommodations offer just five luxurious rooms, blending the rusticity of a renovated stone farmhouse with modern comforts. Guests can enjoy private cellar tours, tastings of Capannelle’s acclaimed Chianti Classico and 50&50 Super-Tuscan, and tailor-made wine experiences for larger groups. The panoramic infinity pool, set among the vines, enhances the tranquil atmosphere. Located in Gaiole in Chianti, it’s also conveniently close to other key attractions, making this Tuscan wine hotel a very practical base from which to explore.
Brancaia
Chianti Classico
Tucked into the idyllic Tuscan countryside, Brancaia Holiday House offers a serene and charming bolthole in the idyllic surroundings of Chianti Classico, just minutes from the village of Castellina in Chianti. This lovingly restored stone house maintains its historic charm, with traditional wooden beams, terracotta floors, and breathtaking vineyard views. Divided into three spacious apartments and a private studio, the accommodations provide a harmonious balance of privacy and community. Guests can unwind by the large swimming pool, play bocce (an Italian lawn game similar to bowls) or table tennis, or explore the surrounding trails for hiking and cycling. The modern kitchens invite culinary exploration, while the nearby Brancaia winery and Osteria offer exclusive tastings and farm-to-table dining.
