Best Wine Hotels in Tuscany: 12 Luxury Vineyard Stays

This is simply one of the loveliest hotels in Italy- a boutique luxury hotel located in a renovated historic former residence of Grand Duke Leopold II of Tuscany 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. They produce Super Tuscans and Monteregio di Massa Marittima DOC here, but you can also taste the Prosecco and Pinot Grigio the company makes at 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 get pampered with in-room wellness treatments, find inner peace with yoga and meditation, and, why not, take 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, this elegant 17th-century country house offers four individually furnished rooms and 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, produces five wines: Sof, Insoglio del Cinghiale, Il Pino di Biserno, Tenuta di Biserno and the outstanding, highly awarded, and precious Lodovico. 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 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 you can organize 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. The property includes a Michelin-starred restaurant, an 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. Surrounded by 740 acres of olive groves and vineyards, the castle could not be more picture-perfect. The hotel has 50 rooms, each uniquely decorated, with many featuring claw-foot bathtubs and vaulted or frescoed ceilings. On-site facilities include one of Italy’s best spas and an elegant restaurant (La Torre), making it the ultimate hotel for honeymooners and wine lovers seeking romance.

Borgo Scopeto is a large estate in the heart of Chianti Classico, producing Chianti Classico, Chianti Classico Riserva, and Super Tuscan wines. The Gnudi Angelini family owns and manages it and also owns the Altesino, Caparzo, and Doga delle Calvule wineries.

The estate includes a luxury resort with 52 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, with Siena in the distance. The world-class spa, wellness center, and La Tinaia restaurant will make your mouth water.
Beyond relaxing at the pool, spa, and wine tasting, guests can stay active by 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, American James Sherwood bought it. 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, quaint hamlet, offering 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 furnishings.

A short walk from the winery, you can reach Ristoro di Castello di Ama, housed in Villa Pianigiani, where you can try Tuscan specialties made with locally sourced ingredients. The estate has an on-site vegetable garden, and it produces (and presses) extra virgin olive oil on-site.

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

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

Developed as a luxury estate by Massimo and Chiara Ferragamo, Castiglion del Bosco was transferred to an international family office in 2022. Today, it is an exclusive country estate set against the picturesque backdrop of the Val d’Orcia. The winery has a 5,000-acre estate with 62 hectares of Sangiovese vineyards. Winery visits are outstanding, offering exceptional experiences, including the unique chance to join the harvest and crush 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.

The property also features a wellness spa and an infinity 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 private golf course, accessible to club members and resident resort guests, designed by Tom Weiskopf, is also available on-site.

Located near Sant’Antimo Abbey in Castelnuovo dell’Abate on the Via Francigena (an ancient pilgrim route from France to Rome), the Relais Mastrojanni is nestled among Brunello vineyards and offers 11 bright, spacious rooms in a contemporary style. A wellness area and the Mastrojanni Restaurant, serving seasonal Tuscan cuisine, complete the offer, along with 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.