15 BEST Tuscany Winery Hotels

Looking for the perfect winery hotel in Tuscany? You’re in the right place!

Staying on a Tuscan wine estate is our favorite way to experience the region! Instead of just stopping by vineyards for a tasting, you get to wake up surrounded by rolling hills and walk through the vines before breakfast, then spend the evening sipping wine produced right on the property. It’s bliss.

Across Tuscany, historic estates, countryside farmhouses, and elegant vineyard resorts have opened their doors to travelers. Many offer tastings and cellar tours, and of course, there’s plenty of delicious local food on offer. So with that in mind, we’ve rounded up the best winery hotels in Tuscany to help you find the perfect stay. 

About Winery Hotels in Tuscany

Winery hotels in Tuscany offer a chance to experience the region’s wine culture to the fullest. Instead of just visiting a vineyard for a quick tasting, you stay on the estate itself so you get fully immersed in the experience! We loved spending our days enjoying tastings, vineyard walks, cellar tours, and farm-to-table dinners (with even more wine, of course).

Tuscany’s wine heritage stretches back thousands of years. Many vineyards developed around historic farmsteads and noble estates, and today a number of these properties have been carefully restored into guest accommodations while continuing to produce wine.

For this guide, we’ve split Tuscany into three main wine regions: North and Central Tuscany, which includes the Chianti hills near Florence; Southern Tuscany around Siena, Val d’Orcia, and Montalcino; and the Tuscan Coast, which covers Bolgheri and the coastal wine country.

A rental car is strongly recommended since estates are spread along country roads and taxis can be limited and expensive, especially at night. It’s also wise to book early, as the best winery hotels often sell out quickly from May through September and during harvest season in September and October.

• North and Central Tuscany (Chianti) – This is classic Tuscan wine country, where historic estates and hilltop vineyards sit among the rolling Chianti hills between Florence and Siena. Castello di Fonterutoli Wine Resort offers stylish rooms within a historic wine estate and is part of one of Chianti Classico’s most respected wineries.
  
• Southern Tuscany (Siena, Val d’Orcia, Montalcino) – This is a more rural part of Tuscany, with quieter roads, thermal spas, and wide open landscapes. Palazzo Massaini – La Pieve is a peaceful agriturismo set on a historic wine estate near Pienza, with panoramic views across the Val d’Orcia.

• The Tuscan Coast (Bolgheri) – Tuscany’s coastline offers both vineyard stays as well as plenty of beaches and seafood restaurants. We love Agriturismo Podere L’Agave because it offers a serene stay with wine tastings and sea views. 

The Best Winery Hotels in Tuscany

North and Central Tuscany

Pros

• Gorgeous landscapes with rolling vineyards and lots of cypress trees
• Easy to take a day trip to Florence, Siena, or San Gimignano
• More infrastructure 

Cons

• The popular areas can get busy during peak season
• You still need a car to get to most winery estates

North and Central Tuscany is home to that classic Chianti landscape that many travelers dream of. I’m talking about rolling hills covered in vineyards and winding roads lined with cypress trees. It’s super pretty, and there are stone villages and historic farmhouses dotted around amid all of the greenery. 

This area sits between Florence and Siena, so it’s one of the most convenient parts of Tuscany for travelers who want to experience wine country while doing some sightseeing in the area’s historic cities. In fact, one of our favorite things about staying here was how easy it was to balance rural relaxation with checking out historic sites and cultural attractions. We were able to visit Florence to check out the museums and restaurants, and it’s also easy to drive to Siena, San Gimignano, and Castellina from here. In fact, you could even spend the morning exploring a historic town and then return to your wine estate for an afternoon tasting – perfect!

Chianti Classico is the heart of the region’s wine production, and many winery hotels are located on working estates that have produced wine for centuries. It offers beautiful vineyard scenery without feeling too remote, so it’s our top choice for first-timers visiting Tuscany.

Salvadonica – $$$

Salvadonica is a beautifully restored hilltop wine estate in the Chianti countryside, surrounded by vineyards and olive groves. The property dates back centuries and has been converted into a relaxed boutique resort while still keeping its rustic Tuscan character.

We love this stay for travelers who want the full countryside experience without being too far from Florence. The estate produces its own wine and olive oil, and guests can join tastings or just relax by the panoramic pool overlooking the hills – bliss! There’s also a restaurant on site serving traditional Tuscan dishes that pair perfectly with the estate’s wines.

Prices usually start from around €350 per night.

Castello Di Meleto – $$$

Castello Di Meleto offers one of the most atmospheric winery stays in Chianti. The estate centers around a medieval castle surrounded by vineyards and forested hills, giving the entire property a historic and secluded feel.

This is a fantastic pick if you’ve ever dreamed of staying in a Tuscan castle. You can book rooms inside the historic castle or in apartments spread across the estate’s traditional stone buildings. Wine is naturally a big part of the experience here, with tastings and cellar tours available at the estate’s Chianti Classico winery. There’s also a lovely restaurant serving classic Tuscan cuisine – bon appetit! 

Prices usually start from around €340 per night.

Castello di Fonterutoli Wine Resort – $$

Castello di Fonterutoli Wine Resort is part of one of Chianti Classico’s most respected wine estates, and it has been owned by the Mazzei family for more than 600 years. Instead of one large hotel building, the guest rooms are spread throughout the small stone village of Fonterutoli, which gives the whole stay a very authentic feel.

We love this place for wine lovers who want to stay right on a historic Chianti estate. Guests can visit the nearby winery for tastings and cellar tours, and the estate’s restaurant serves excellent regional dishes paired with the Mazzei family wines. The location near Castellina in Chianti also makes it easy to explore the surrounding wine villages.

Prices usually start from around €210 per night, including breakfast.

Castello La Leccia – $$

Castello La Leccia is a peaceful wine estate set on a hilltop in the heart of Chianti, surrounded by vineyards and olive groves. The historic property has been beautifully restored and now offers a small boutique-style stay in the Tuscan countryside.

This is a lovely choice if you’re looking for somewhere quiet and scenic to slow down for a few days. The property offers wine tastings, a gorgeous infinity pool overlooking the hills, landscaped gardens, and a restaurant serving seasonal Tuscan dishes. It feels lovely and secluded, but it is actually just a short drive from Castellina in Chianti, and it’s about 40 minutes from Siena by car. 

Prices usually start from around €230 per night.

Agriturismo Il Casolare Di Bucciano – $$

Agriturismo Il Casolare Di Bucciano is a traditional farmhouse stay set on a family-run vineyard just outside the famous hilltop town of San Gimignano. The estate has been producing wine and olive oil for generations and offers a relaxed agriturismo experience surrounded by vineyards.

We especially like this stay for its beautiful setting overlooking the countryside, with views stretching toward San Gimignano’s medieval towers. And of course, the estate offers tastings where you can sip lots of different varietals and learn about the family’s carefully honed production methods. It’s also just a short drive from San Gimignano, which makes sightseeing super easy.

Prices usually start from around €190 per night.

Hotel Villa San Giorgio – $

Hotel Villa San Giorgio is a charming countryside hotel surrounded by vineyards and olive groves in the Chianti hills near Poggibonsi. While it’s not a full winery estate, it still offers that classic Tuscan countryside atmosphere with beautiful vineyard views, so it’s the next best thing.

We think this is a great, affordable base for exploring the Chianti region. The property has a relaxed feel, with a swimming pool overlooking the hills and a restaurant serving Tuscan dishes paired with regional wines. Its location between Florence and Siena also makes it convenient for day trips to some of Tuscany’s most famous towns – what more could you want?

Prices usually start from around €120 per night.

Agriturismo Cesani – $

Agriturismo Cesani is a family-run winery set in the countryside just outside San Gimignano. The Cesani family has been producing wine and olive oil here for generations, and this place offers a chilled-out stay surrounded by vineyards. 

We honestly think this is an absolute steal because although it’s not as grand as some of the other wineries we’ve mentioned, it’s still beautiful – it just feels a bit more homey and down to earth. You can visit the estate cellars for wine tastings and relax by the pool, and the breakfast is absolutely delicious. There’s no restaurant on-site, but San Gimignano is only a 15-minute drive away, and there are plenty of amazing eateries there! 

Prices usually start from around €110 per night.

Related Read: While a winery hotel will be a special stay for a few nights, let us help you plan the rest of your Tuscan accommodations! See our blog on Where to stay in Tuscany for our top cities and hotels recommendations!

Southern Tuscany

Pros

• Incredible open landscapes with rolling hills 
• Quieter and more serene than the Chianti area

Cons

• Winery estates are more spread out, so driving distances can be longer
• Fewer big cities nearby compared to Northern Tuscany

Southern Tuscany feels very different from the Chianti hills further north. The landscapes here are wider and more dramatic, with sweeping golden hills and hilltop towns that offer gorgeous views at sunset. 

If you’ve ever seen those iconic photos of Tuscany’s rolling countryside (who hasn’t?), there’s a good chance they were taken somewhere in Val d’Orcia. This area includes destinations like Montalcino and Montepulciano, which are famous for their historic town centers and exceptional wines. Montalcino is the home of Brunello di Montalcino, which is one of Italy’s most prestigious red wines, and Montepulciano is known for its Vino Nobile. We also enjoyed visiting Pienza, which boasts beautiful Renaissance architecture and fantastic local pecorino cheese.

Southern Tuscany definitely feels more secluded than the busier Chianti hills between Florence and Siena. Stay here if you want to take things slowly rather than cramming in as much as possible. We loved taking our time and soaking up the scenery along with all the wine, and we think this area is an ideal choice for travelers looking for a romantic or relaxing trip. 

Palazzo Massaini – Le Scuderie – $$$

Palazzo Massaini – Le Scuderie is part of a historic wine estate set on a hilltop overlooking the beautiful Val d’Orcia countryside. The property is surrounded by vineyards and rolling farmland, and the views from here are absolutely spectacular.

The rooms are modern and elegant, and we love the sleek infinity pool as well. The included breakfast is absolutely delicious, and the staff is so warm and friendly – they’ve got warm, Tuscan hospitality down to a T. Its location near Pienza also makes it easy to visit the town’s charming historic streets and restaurants.

Prices usually start from around €360 per night.

Palazzo Massaini – La Pieve – $$

Palazzo Massaini – La Pieve offers a more relaxed agriturismo-style stay on the same historic wine estate as Le Scuderie. It’s set among vineyards and rolling hills, so it offers a quiet countryside atmosphere while still providing access to the estate’s wine experiences.

We think this is a great option if you want to stay on a beautiful wine estate without the higher price tag of the main resort. You’ll still be able to enjoy plenty of wine tasting and vineyard strolls, and while the rooms feel pretty simple, they’re still spotlessly clean and super comfortable. Plus, there’s a gorgeous pool that overlooks the rolling hills, which is the ultimate sunset spot, just FYI! 

Prices usually start from around €210 per night.

Agriturismo Il Casalino – $$

Agriturismo Il Casalino is a charming countryside estate surrounded by vineyards and olive groves near Pienza. The property has a traditional farmhouse feel, with rustic buildings set among rolling hills and farmland.

We think that this is a lovely choice if you’re looking for a quiet, authentic agriturismo experience in Val d’Orcia. There are one- and two-bed apartments available, so we think that this one is great for groups and families, and the location is fantastic for exploring nearby towns like Montepulciano and Montalcino.

Prices usually start from around €180 per night.

Agriturismo Poggio Il Castellare – $

Agriturismo Poggio Il Castellare is a small family-run vineyard in the countryside near Montalcino. It may be budget-friendly, but this stay has charm in spades! We love the on-site restaurant, where you can dine al fresco in the quaint courtyard with fairy lights overhead. The owners are also super friendly and treat their guests like family, so you’ll feel right at home here.

If you’re looking for a relaxing and affordable winery stay in the Brunello wine region, you really can’t beat this place. It’s so charming, and it offers amazing value for money!

Prices usually start from around €120 per night.

Villa Nottola – $

Villa Nottola is a historic countryside estate surrounded by vineyards just outside Montepulciano. The property dates back centuries, and today it operates as a small wine estate with guest accommodations. The rooms are decorated in that old-school Tuscan style, and they’re super clean and well-maintained. 

Breakfast is included with your stay, and of course, there are wine tastings and cellar tours on offer. There’s also an outdoor pool, and you’re just a short drive from Montepulciano, where you’ll find even more wine bars and restaurants. 

Prices usually start from around €130 per night.

The Tuscan Coast

Pros

• Beautiful mix of vineyards and beaches
• Great seafood restaurants 
• Home of the Super Tuscan wines

Cons

• Less of the classic “rolling hill” Tuscany scenery
• Popular coastal towns can get busy in summer

The Tuscan Coast offers a completely different feel compared with inland Tuscany. Instead of rolling vineyard-covered hills and medieval towns, the landscape here features pine forests and sandy beaches. But don’t worry, because there are plenty of coastal vineyards to visit! 

This stretch of coastline is especially famous for the Bolgheri wine region, which helped launch the Super Tuscan movement in the 1970s. These wines broke away from traditional rules and blended international grape varieties with Italian winemaking, creating bold reds that quickly became some of the most sought-after wines in the country!

We think that this is a fantastic part of Tuscany to visit if you’d like to mix your wine tastings with beach time, and prefer seafood over charcuterie boards. Driving here also tends to be easier than in other parts of Tuscany because the roads are generally flatter and straighter compared to the winding hillside routes. 

The area is also home to the famous cypress-lined road leading into Bolgheri, one of the most photographed drives in Tuscany. In general, it’s less traditional than Chianti or Val d’Orcia, but it offers a relaxed, sun-soaked side of Tuscany that’s just as memorable.

Boutique Hotel Poggio ai Santi – $$$

Boutique Hotel Poggio ai Santi is a stylish countryside retreat set among vineyards and olive groves just outside the coastal town of San Vincenzo. The property feels like a chic eco-stay nestled in the forest, but the beaches of the Tuscan Coast are only a short drive away. The boho-style lodges and suites have huge windows that offer amazing views of the gorgeous surrounding scenery, and there are yoga and fitness classes for guests to enjoy.

And don’t forget about the wine! The estate produces its own wine and olive oil, and tons of fruit and veg. In fact, much of what you’ll be eating at the on-site restaurant is farm-to-table food, and boy, is it delicious!

Prices usually start from around €600 per night.

Agriturismo Podere L’Agave – $$

Agriturismo Podere L’Agave is a family-friendly countryside stay, set just outside San Vincenzo. The property offers spacious apartments rather than traditional hotel rooms, which makes it ideal for families and groups. The atmosphere here is super laid back, and there are lots of resident animals on-site, including donkeys and peacocks. Little ones will love it!

During the day, you can join wine tastings at the estate, relax by the swimming pool, or take a short drive to nearby beaches or Bolgheri’s famous wine estates. There’s also a small but well-equipped gym, a pool, a bar, and a kids’ play area, so you’ve got everything you need on-site.

Prices usually start from around €175 per night, or €250 during peak season.

Agriturismo Eucaliptus – $

Agriturismo Eucaliptus is a simple countryside stay located near the village of Bolgheri, which is arguably the most famous wine destination along the Tuscan coast. The property sits among vineyards and farmland, so it offers a peaceful rural setting with lovely views and an outdoor pool. 

The rooms are quite basic and a little dated in terms of the decor, but they’re still comfortable and very clean. We think this is an ideal choice for travelers looking for an affordable base to explore Bolgheri, as it’s easy to hop over to nearby wineries for tastings and explore the charming streets of the village itself. The beaches around San Vincenzo and Marina di Castagneto are also only a short drive away, and then you can come back in the evening and enjoy a wine tasting on site – perfect!

Prices usually start from around €120 per night.

Top Activities to do in Tuscany

Now that you’ve picked out the best area and winery hotel for your Tuscan adventure, you can plan the rest of your trip. Regardless of whether you choose to stay in close to the city or a quaint country town, there is plenty to do! Of course, expect to do some wine tasting, but we’ve also included epic activities like a hot air balloon ride, a horse-drawn carriage, and a chance to sharpen your cooking skills!

• Take a day trip to wine region – If you base yourself in Florence to start your trip, enjoy an organized wine tasting experience. We loved this full-day tour, which took us to Pisa, Siena, and San Gimignano to experience small towns, cobblestone streets, and some amazing wine tasting!

• Learn how to make authentic pasta – If you travel like us, you travel for the food! So booking this pasta-making class was an easy addition to our Florence itinerary. We had so much fun learning the techniques to perfect our ravioli, but eating it was the best part!

• Float over Tuscany – Seeing Tuscany on this hot air balloon ride from Siena was absolutely magical for us. Drifting over vineyards, stone villas, and cypress-lined roads at sunrise felt like something out of a painting. The experience ended with a sparkling wine toast and breakfast, which made the morning even more special.

• Visit a local organic winery near Siena – This small-group wine experience at Azienda Agricola La Lastra offers an inside look at winemaking from vine to bottle. Walking through the vineyards, touring the cellar, and tasting four organic wines paired with a light Tuscan lunch made this one of our favorite relaxed activities near the city.

• Ride in a horse-drawn carriage through Lucca – If you make your way to Lucca (which you totally should!),  this carriage ride is the best way to see the city! The town is overflowing with history, and this makes it easy to see more and save your feet. Plus, it doesn’t get more romantic than a horse-drawn carriage!

Related Read: Need help planning the rest of your Italy trip? See our blog on the top things to do in Italy so you can hit the bucket-list items and our personal favorite hidden gems!

Thanks for reading!

Visiting Tuscany is a wine-lover’s dream in itself, but staying at a winery hotel simply takes it to the next level! We had so much fun learning more about the vineyards, tasting amazing wine, and waking up to the best views. It’s the only way to experience Tuscany, in our opinion!

Before you go, see all of our Europe travel blogs! We love helping fellow adventurers plan their next big trip. From where to stay to full itineraries and lists of the top things to do – we’ve got you covered. Here are a few related blogs to get you started – cheers!

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