Best Wine Hotels in Tuscany Italy Rosewood Castiglion del Bosco

13 Best Wine Hotels in Tuscany Italy

Nestled in the heart of Italy’s wine country, these best wine hotels in Tuscany will sweep you away with mesmerizing landscapes, rich history, and of course, world-renowned wines.

Whether you’re a wine connoisseur or simply looking to relax and indulge in the region’s culinary delights, Tuscany vineyard hotels offer a unique and unforgettable experience.

Each of these Italian wine hotels offers unique charm and amenities. So grab a glass of Chianti Classico, and settle in for the most romantic winery hotels in Tuscany Italy!

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Planning your trip to Tuscany last minute? Here are the tours and hotels we recommend. Other helpful posts include the 15 Best Castle Hotels in Tuscany and the 22 Best Weekend Getaways in Italy.

Romantic Wine Hotels in Tuscany Italy

Where to Stay in Tuscany

While Tuscany is beautifully diverse with its wine regions, there are a few areas that stand out for their wine production and beautiful landscapes. Here are the best places to stay in Tuscany Wine Country.


One of the most popular areas is Chianti, located between Florence and Siena. This region is known for its world-famous Chianti wine and picturesque countryside, dotted with vineyards and olive groves.


Another great option for the best places to stay in Tuscany is the Montalcino area. This special zone is known for its Brunello di Montalcino wine, made exclusively from Sangiovese grapes. It’s also unique for its captivating medieval town.


For those looking to escape the crowds, the Maremma region offers a quieter and more secluded experience. This area is home to the Morellino di Scansano wine, a lesser-known but equally delicious variety.

Val d’Orcia

Finally, located south of Siena, Val d’Orcia offers breathtaking scenery and is home to the famous Vino Nobile di Montepulciano wine. This part of Tuscany is the most photographed and truly stunning!

No matter which area you choose, Tuscany offers a wide range of wine hotels and accommodations, each offering its own unique charm and amenities.

Best Wine Hotels in Tuscany Italy

Castello Banfi Il Borgo Castle hotels in Tuscany
Photo: Castello Banfi – Il Borgo

Castello Banfi – Il Borgo (Best of Most Romantic Wineries in Tuscany)

One of the most idyllic castle hotels in Tuscany, Nestled in Montalcino, Castello Banfi – Il Borgo (9.7) is a luxurious wine resort with breathtaking views blanked by rolling vineyards and olive grove hills.

It’s housed in a converted medieval castle set on the 7,100 acre property, and the whole place feels like you’re stepping back in time in the best way.

The rustic-style rooms and suites are elegantly decorated with antique furnishings, wood beam ceilings, and tile floors. The views from each room are incredible.

Plus, every guest room also features a glass shower and Nespresso machine, and upgraded suites have soaking tubs and living areas.

Amenities include an outdoor pool, spa, wine bar, and an on-site chandelier-lit restaurant that serves up delicious Tuscan cuisine.

Let’s not forget the rose garden, vinegar factory, and library as well. It’s certainly made for a romantic getaway!

What guests like most: convenient location, amazing restaurant, dreamy feel • Consideration: splurge

Castello Di Vicarello Wine hotels Tuscany
Photo: Castello Di Vicarello

Castello Di Vicarello (One of the Best Castle Hotels in Tuscany)

Castello Di Vicarello (9.7) is a historic castle-turned-wine resort that sits atop a hill overlooking the Tuscan countryside. This Tuscany vineyard stay is located in Sasso d’Ombrone, and it offers luxury, all-suite rooms.

The rooms and suites are individually decorated with a quintessentially Italian rustic-chic feel. Expect antique furnishings, accented stone walls, wood beam ceilings, and/or fireplaces.

Some even feature private terraces or outdoor hot tubs. Each suite feels characteristic and intimate and makes for a beautiful honeymoon destination or romantic trip.

The hotel’s amenities include an outdoor pool, wine bar, complimentary breakfast, and an on-site restaurant that serves up farm-to-table cuisine.

What guests like most: magical place, delicious breakfast, views from the pool • Consideration: pool isn’t heated

Rosewood Castiglion del Bosco Best vineyards to stay in tuscany
Photo: Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco (5-star Tuscany Winery Hotel with a Cooking School)

Rosewood Castiglion del Bosco (9.4) is a luxurious wine resort located in an 800-year-old estate in the heart of the Val d’Orcia, a UNESCO World Heritage Site.

The opulent suites at this hotel come equipped with modern amenities such as minibars and luxurious 4-poster beds.

Upgraded villas also offer additional features like living areas or private terraces, or opt for one of the 17th-century villas which boast additional bedrooms, a kitchen, and unique amenities like fireplaces, private pools, or tennis courts.

Some villas fit up to 12 guests, making this an awesome choice for groups or families.

Take advantage of the outdoor poolside bar, farm-to-table Tuscan cuisine, cooking school, and many more amenities to maximize a trip to Italy!

What guests like most: Tuscan experience, magical, cooking class • Consideration: bigger with more guests

Il Borgo di Vescine Winery hotels in Tuscany
Photo: Il Borgo di Vescine

Il Borgo di Vescine (Best for a Tuscany Vineyard Stay in Chianti)

Il Borgo di Vescine (8.9) is a dream-like, medieval cobbled countryside hotel made of several stone houses surrounded by picturesque hills in the famous Chianti region.

The hotel is the ultra-charming and medieval village of Radda in Chianti, and is one of the best wine hotels in Tuscany, without a doubt.

Airy rooms and elegant suites are decorated in a rustic Tuscan style, and they all offer scenic views. Some boast private balconies or terraces, and suites add separate living areas.

The hotel’s amenities include an outdoor pool, rental bikes, cooking classes, and an on-site restaurant that serves up traditional Tuscan dishes.

There’s also breakfast served every morning in the dining room and terrace.

What guests like most: incredible accommodations, excellent wine, scenery • Consideration: on-site restaurant is pricey

Villa Campomaggio Resort SPA Tuscany winery hotels
Photo: Villa Campomaggio Resort & SPA

Villa Campomaggio Resort & SPA (Great Tuscany Vineyard Hotel for Families)

Villa Campomaggio Resort & SPA (8.9) is a luxurious wine resort located in Radda in Chianti. The hotel is surrounded by picturesque hills covered in rich vineyards and leafy olive groves, and you can enjoy these stunning views during your stay!

The rooms and suites are elegant and rustic with antique furnishings. Some include private terraces or balconies. There are also full 3-bedroom apartments that feel like your own castle in Chianti.

The hotel’s amenities include an outdoor pool, a spa, and an on-site restaurant that serves up delicious Tuscan cuisine.

What guests like most: gorgeous spaces, walking areas, friendly staff • Consideration: firmer mattresses

Borgo Scopeto Wine & Country Relais best Vineyard hotels in Tuscany
Photo: Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais (Amazing Luxury Hotel in Tuscany Wine Country)

Borgo Scopeto Wine & Country Relais (8.7) is a charming wine resort in the heart of the Chianti Classico region, just a short drive from Siena.

Surrounded by natural beauty on a rural estate, it’s one of the best wine hotels in Tuscany.

Its 5-star rooms are beautifully refined with warm, antique details and Tuscan charm. Suites add living rooms with pull-out sofas, and the separate stone-built villa offers a private garden and hot tub.

There’s an onsite wellness center offering grape-based treatments with extras like a Turkish bath, sauna, and indoor pool.

You’ll also find two tennis courts, gym, a gastronomic restaurant, and a chic winery.

What guests like most: relaxing, lots of amenities • Consideration: can be difficult to find when driving there

Locanda Le Piazze most romantic hotels in Tuscany
Photo: Locanda Le Piazze

Locanda Le Piazze (Old-World Vineyard Hotel Near Florence & Siena)

Set in a stone farmhouse built in 1540, Locanda Le Piazze (9.3) is a peaceful and relaxing rural boutique hotel in Tuscany. It’s nestled in the Chianti Classico region, about 45 minutes outside of Florence.

The rooms and suites are decorated in a rustic Tuscan style, and some even feature private gardens or outdoor hot tubs.

The main amenities include a heated outdoor pool and a high-end and sustainable Tuscan set on a lush garden terrace that overlooks vineyards. There’s also a complimentary spa treatment!

What guests like most: peaceful, welcoming staff, Tuscan views • Consideration: limited facilities

Relais Mastrojanni best vineyards to stay in Italy
Photo: Relais Mastrojanni

Relais Mastrojanni (Tuscany Vineyard Stay with Relaxing Wellness Area)

A focus on relaxation, Relais Mastrojanni (9.6) is a stylish and sophisticated wine resort located in Val d’Orcia. Surrounded by greenery, this Tuscany vineyard hotel offers a peaceful escape with upscale amenities.

Rooms and suites boast wood beam ceilings, stone accent walls, and modern-style bathrooms with rainfall showers. Some also have balconies and/or private patios.

Enjoy the outdoor swimming pool, complimentary slippers, and a therapeutic wellness center. Of course, as a wine hotel there’s plenty of wine and cuisine to go around, too.

What guests like most: calm, great restaurant, lovely setting • Consideration: further from Siena

Villa Le Prata Wine Resort Adults Only most romantic wineries in Tuscany
Photo: Villa Le Prata – Wine Resort

Villa Le Prata (One of the Most Romantic Hotels in Tuscany)

Villa Le Prata – Wine Resort – Adults Only (9.5), set in Montalcino, is a stunning Italian estate that was once the home of the bishop of Montalcino.

The entire place is a peaceful retreat, perfect for unwinding in a picturesque setting. Plus, it’s designed for adults-only, making it one of the best honeymoon hotels in Tuscany.

The rooms and suites are elegantly furnished with traditional Tuscan décor and feature modern amenities like air conditioning and flat-screen TVs.

What makes this wine hotel special is its unique range of activities including wine tastings, cooking classes, and guided tours of the surrounding countryside.

Of course, there’s also a wine bar, vineyard picnics, an outdoor swimming pool, and a restaurant available.

What guests like most: gorgeous location, great dinner, intimate • Consideration: further from Tuscan cities

Toscana Resort Castelfalfi Best vineyards to stay in tuscany
Photo: Toscana Resort Castelfalfi

Toscana Resort Castelfalfi (Best Vineyard Resort in Tuscany with Modern Interiors)

Toscana Resort Castelfalfi (9.1) is a luxurious Tuscan retreat nestled in the rolling hills of Castelfalfi. The resort offers a range of beautifully appointed rooms and suites, and the hotel feels a lot more modern than many other wine hotels in Tuscany.

The 146 rooms/suites are decorated in a traditional style with modern amenities for a comfortable stay. Enjoy mesmerizing, sweeping views of Tuscan hillsides when you stay here!

The hotel also boasts a championship golf course, four pools, a wellness center, and several restaurants serving delicious Tuscan cuisine. Take advantage of wine and olive oil tastings, plus yoga classes and more!

What guests like most: lots of amenities, incredible views, amazing cuisine • Consideration: pricey extras

Villa Le Calvane vineyard hotels near florence italy
Photo: Villa Le Calvane

Villa Le Calvane (Lovely Tuscany Vineyard Bed and Breakfast)

A charming 16th-century villa located in the picturesque town of Montespertoli, Villa Le Calvane (9.2) is a divine upscale hotel near the famous Castello Sonnino wine estate.

Beautifully decorated rooms and suites with antique furnishings and modern amenities like air conditioning make for a luxurious stay.

Then, a 3-bedroom villa offers 4 marble bathrooms, a separate kitchen and a dining area, plus a garden. Butler and chef services are available during your stay.

The villa hotel boasts a swimming pool, a beautiful garden bar and terrace, and a restaurant serving delicious Tuscan cuisine made with fresh, locally sourced ingredients.

What guests like most: wine tours, 5-star luxury, pool with views • Consideration: small and intimate

Borgo San Vincenzo Vineyards to stay in Tuscany

Borgo San Vincenzo (One of the Best 18th-Century Winery Hotels in Tuscany)

Borgo San Vincenzo (9.5) is one of the most stunning places to stay in Montepulciano. As a traditional boutique hotel in the province of Siena, stay in an 18th century villa and soak up the beauty of simplicity.

Each room and suite has its own unique character and charm with beautiful brick details and modern perks like glass showers and minibars.

During your visit, enjoy views of the countryside, relax by the outdoor pool, or explore the nearby vineyards and wineries.

The hotel also offers a range of activities including cooking classes, wine tastings, and guided tours of the surrounding area.

What guests like most: gorgeous area, great dining options, renovated • Consideration: small property

Hotel Certosa Di Maggiano best hotels in Tuscany wine country
Photo: Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano (Best Vineyards to Stay in Siena, Italy)

For an enchanting Tuscan escape, Hotel Certosa Di Maggiano (9.4) in Siena is a wonderful choice. This luxurious hotel is situated in a beautifully restored 14th-century monastery, surrounded by lush gardens and olive groves.

All rooms and suites are elegantly decorated in traditional Tuscan style with a modern twist, featuring unique architectural details such as original frescoes and exposed brick walls.

Amenities are equally impressive, with a stunning outdoor pool,  fitness center, and a tranquil spa offering a range of relaxing treatments.

Food is sourced from the hotel’s own organic garden, and there’s an upscale wine bar.

What guests like most: nice breakfast, excellent service, amenities • Consideration: in Siena but a longer walk into center

Final Thoughts on Tuscany Vineyard Hotels

Start planning your unforgettable Italian vacation with a stay at one of the best hotels in Tuscany. It’s a perfect romantic getaway for two or holiday trip with family or friends.

Picture sprawling vineyards and idyllic hillside towns punctuated by day trips Florence, Siena and gorgeous Tuscan beaches. Staying in a Tuscany vineyard hotel gives you a chance to relax by the pool, go wine tasting and live la dolce vita in the Italian countryside..

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Best Wine Hotels in Tuscany Italy

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