Top Luxury Wine Hotels in Tuscany: A Connoisseur’s Choice

By: Simona Piccinelli / Last updated: April 20, 2024

Estimated reading time: 9 minutes

Wine lovers in Tuscany are spoiled for choice when it comes to beautiful vineyards, charming restaurants, and quaint family-run wine estates; however, luxurious and stylish accommodation has, in years past, not been one of the highlights of the rural Tuscan wine country. Not any longer! Wine hotels are hot, hot, hot right now, and there are some FABULOUS places to stay in the wine country.


Hotel L'andana

This is simply one of the loveliest hotels in Italy- a boutique luxury hotel located in a renovated 16th-century Duke’s summer hunting lodge amid a vineyard near the castle-crowned coastal village of Castiglione della Pescaia- right in the heart of Maremma, home of the Super Tuscans. L’Andana facilities include an “Espa” spa, a vitality pool, a Michelin-starred Enrico Bartolini restaurant, vineyards, a winery, hiking trails, tennis courts, and more. Could you ask for more




Conti di San Bonifacio is the place for you if you want great wines, luxury suites, and wellness. Super Tuscans and Monteregio di Massa Marittima doc are produced here, but you can also taste the Prosecco and Pinot Grigio the company produces in its Veneto winery. There is plenty to do on-site, from wine-tasting experiences to truffle hunts, cocktail workshops, olive oil tastings, and organic cooking classes. You can also decide to get pampered with in-room wellness treatments, find inner peace with yoga and meditation, and why not – archery classes or boost your energy with horse riding, hiking, or biking. You can always opt for “Dolce far niente” in the tree lounge, vineyard bar, or pool.




Immersed in vineyards, gardens, and olive groves in the Bibbona hills and Bolgheri countryside, there are seven lovely rooms in an elegant 18th-century country house with fantastic views of the Tyrrhenian Sea. Tenuta di Biserno, founded in 1995 by Marchese Lodovico Antinori, also the founder of Ornellaia and Masseto, along with winemaker Helena Lindberg on site and wine consultant Michel Rolland; they produce five wines: Sof, Insoglio del Cinghiale, Il Pino di Biserno, Tenuta di Biserno and the outstanding, highly awarded and precious Lodovico. You can relax by the pool and dine on homestyle Tuscan recipes while tasting these terrific wines.




Owned by the Ferragamo fashion family (who purchased this exclusive medieval hamlet resort from the Dukes of Aosta), Il Borro is a unique vacation village. The resort has two ultra-luxury villas and four farmhouses with individual apartments. It is located about halfway between Florence and Perugia, close to the historic town of Arezzo. The resort has a beautiful winery, and the property also produces olive oil and honey. Il Borro is perfect for big groups or families visiting the wine country in a relaxed, luxurious, private atmosphere. Activities that can be organized here include horseback riding, yoga, archery, hot air ballooning, and hiking.




Relais et Chateaux under the Tuscan sun, Il Falconiere offers elegant and distinctive rooms in the manor house, a private chapel, the Thesan spa with wine therapy and treatments, and a private villa. There is a Michelin-starred restaurant, authentic Tuscan cooking class with chef Silvia Baracchi, and fun wine experiences at the on-site winery with Riccardo Baracchi and Riccardo (son). Try the “sparkling wines tasting” with a private sommelier for a romantic celebration.




Castello del Nero is the most luxurious hotel in Chianti, a stunning, authentic 12th-century castle luxuriously decorated with period furniture and all the creature comforts. The castle, surrounded by 700 acres of olive groves and vineyards, could not be more picture-perfect. The hotel has 50 rooms, each uniquely decorated and many with claw foot bathtubs and vaulted or frescoed ceilings. On-site facilities include one of the best spas in Italy and an elegant restaurant (La Torre), the ultimate hotel for honeymooners and wine lovers looking for romance.




Borgo Scopeto is a large estate in the heart of Chianti Classico, producing Chianti Classico, Chianti Classico Riserva, and Super Tuscan wines. It is owned and managed by the Gnudi Angelini family, who also own the Altesino, Caparzo, and Doga delle Calvule wineries.

The estate includes a luxury resort with 58 rooms in contemporary style, a well-balanced mix of antique and design furniture, all comforts, elegant travertine and marble bathrooms, and fantastic views over the Tuscan countryside and with Siena in the distance. The world-class spa, wellness center, and La Tinaia restaurant will make your mouth water.
Apart from relaxing at the pool, spa, and wine tasting, guests can stay active biking, playing tennis, and hiking through the Chianti countryside.




Capannelle is one of our favorite boutique wineries in the idyllic Chianti countryside. Raffaele Rossetti restored the winery in 1974; in 1997, it was bought by James Sherwood, an American. The winery has four rooms and one suite in the country-chic style. What’s better than watching the sunset while sipping a glass of Sangiovese Rosato after a refreshing dip in the panoramic pool?




Castello di Ama is the result of the 40-year love story between Lorenza Sebasti and Marco Pallanti. You can feel it in every corner of this enchanting and quaint hamlet, providing art, wine, and hospitality. In the elegant eighteenth-century villa Ricucci, you will find five suites named after vineyards and wines produced on-site and cared for every detail, from Carrara marble bathrooms to artistic and authentic furnishing.

A short walk from the winery, you can reach the Ristoro di Villa Pianigiani, where you can try Tuscan specialties and locally sourced ingredients. There is a vegetable garden on-site, and extra virgin olive oil is produced (and pressed) right on the estate.

A must for art lovers, the estate houses one of the most important modern art collections in Italy, with works by Anish Kapoor, Michelangelo Postoletto, Louise Bourgeois, Hiroshi Sugimoto, Daniel Buren, Cristina Iglesias, and many more.




The prestigious American-owned Brunello di Montalcino producer Banfi boasts their own darling little wine country hotel on site. There are only 14 rooms, including some lovely suites, and the decor is rustic chic. Bathrooms are a strength here, with features you rarely find in many European hotels, like professional hairdryers, oversized showers, etc. Guests can access exclusive areas like the reading room, the pergola garden, and the pleasant Taverna restaurant. Also, guests can visit the winery and the glass museum.




Castiglion del Bosco, owned by the international fashion brand Ferragamo, is an exclusive country estate set against the picturesque backdrop of the Val d’Orcia region. The winery has over 4900 acres under vines and produces many excellent Brunello wines. Winery visits are outstanding, offering exceptional experiences, including the unique chance to be part of the harvest and the crushing of grapes.

The wine estate is home to a luxury resort with 42 spacious suites in the Borgo and 11 top-notch 17th and 18th-century farmhouse villas with a private pool, terrace, and garden.

There is also a wellness spa and an infinite pool. It boasts two restaurants, Osteria La Canonica and Campo del Drago, and club-like CDBar completes the offer. There is plenty to do and see here, with picturesque hiking and biking trails (bikes are complimentary) that hug spectacular ridges and meander past streams, waterfalls, and hidden historic sites. A golf course (members only) designed by Tom Weiskopf is also available on-site.




Located close to Sant’Antimo abbey in Castelnuovo dell’Abate on the Via Francigena (ancient pilgrim route from France to Rome), the Relais Mastrojanni is nested among Brunello vineyards and offers 11 bright and large rooms with contemporary style. A brand new wellness area and the Campaccio restaurant with local, seasonal, and tasty cuisine complete the offer, as well as the on-site winery Mastrojanni. In 1975 lawyer Gabriele Mastrojanni bought the estate and planted the first vineyard. Today, the estate produces seven wines, including Brunello di Montalcino and two single vineyards.



simona piccinelli

Simona Piccinelli

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