Want to have a true Tuscan Experience? What is better than eating and sleeping on a vineyard in the rolling hills of Tuscany? I have personally done it more times than I can count and couldn’t recommend anything more. You’ll walk away with countless memories and photos that you will never have to part with!
Top Vineyards in Tuscany with Hotels or Country Houses at All Price Ranges
I truly believe that time spent on vineyards is the most relaxing time you can spend and the Tuscan countryside epitomizes wine country. The hills roll on endlessly like waves in the ocean but these waves produce arguably the greatest wine on Earth. The countryside is curated immaculately in many areas like Val d’Orcia (Montalcino), Chianti Classico, and Bolgheri.
Every single recommendation on this list is in the countryside. Many say “Montalcino” but are not referring to the city and instead of the surrounding region of Brunello producing territory. There are a few “Agriturismi” that happens to be nestled between vineyards giving the feeling you are staying on a vineyard but the vast majority are guest houses or hotels on the property. I highly recommend anyone planning to stay at these locations rents a car. It will elevate the experience and make it much more memorable.
€€€ | Montalcino Countryside | Great Views | Luxury | Pool
Capanna is a larger producer of wines in Montalcino who has done very well in the past decades. With open minds and ambitious goals, they built one of Montalcino’s most luxurious places to rest your head. It features an epic pool, restaurants, an outdoor deck overlooking wine country, and of course endless reserves of their wine.
The price tag attached is high enough but every now and then you have to treat yourself!
Fonte de’ Medici @ Tignanello
€€ | Tignanello/Chianti Classico | Must Rent a Car | Pool
If you are into Italian wines you may have heard of Tignanello. It is what is referred to as a Super-Tuscan wine produced by a single vineyard, Villa Antinori, on a single estate, Tenuta Tignanello. Why is it so important? You’ll have o taste it to find out.
Just on the edge of the estate is a privately owned property known as Fonte de’ Medici which is a sort of Borgo. A Borgo was a small town in Tuscany that basically lived in the same house working the same land. This hotel is built out of a Borgo, not uncommon for the area, and has a beautiful town square, chapel, and other more “hotel-like” amenities like a swimming pool and tennis courts.
It is a perfect spot for lovers of Tignanello or lovers of wine-country alike! They also have cooking classes which can be very fun.
Tours of Chianti & Florence
Il Borgo by Castello Banfi
€€€€ | Montalcino Countryside | 5 Star Accommodation | Michelin Dining | Epic Pool
Castello Banfi is an institution of winemaking. They are by far the largest producer of Brunello wines on the planet as they own the most territory. Their grounds are absolutely immaculate and their structure is beautiful. A famous line of cypress trees lines their kilometer or so long driveway into their estate. It is one of the most elegant estates that I have ever had the pleasure of visiting in all my travels.
Wouldn’t you know it they even have a luxury cluster of mini-apartments on-site and a Michelin star restaurant? The pool on site overlooks seemingly endless rolling hills completely covered in vineyards and olive trees. You will pay tooth and nail for your night’s stay but it arguably one of the nicest hotels on Earth.
Borgo Casa al Vento
€€ | Chianti | 90 mins from Florence | Great Views & Lots of Activities
Borgo Casa al Vento is more of a retreat than a place to stay. When you go there, you will likely stay on the compound the entire time. They have lots to do including archery, tennis, a pool, and more. You can completely indulge in the nectar of the gods and do so quite literally in a wine bath.
It is a great place to spend a few days, especially with the kids. Your kids can run around while you enjoy the scenery. Many rooms have fireplaces and there are common areas to build fires as well. The rooms are very charming and rustic. The structure is a renovated borgo that is a very European feeling.
€ | Montalcino Countryside | Rustic Apartments | Must Rent a Car | Pool
Le Chiuse is one of my favorite vineyards in all of Montalcino. The estate is quaint and rustic. You can rent an apartment for 90€ – 100€ per night pay in cash at arrival. The apartments mostly have two bedrooms but you can see the details on their website.
If you want to warm up by the fire in a rustic apartment with scenic views on an isolated estate this location is perfect. Great for serious wine connoisseurs and minimalists who want to dedicate as much of their budget towards wine purchases as possible. The tasting room is one to be reckoned with and the structure is family run.
€€ | Tuscany | 25 mins outside of Florence | Incredible Estate
This property is incredibly cool to visit and a treat for all. It is right outside Florence which makes it the perfect place for someone who wants to visit Florence for an afternoon or two but stay in the countryside. They also have cooking classes which are fun and personal.
It is great for people who want to rent a car but also a good choice for those who don’t feel comfortable doing so. It is close enough to Florence to reach by taxi which makes it an excellent choice.
Casanova di Neri Relias Hotel
€€€ | Montalcino Countryside | Must Rent a Car | Pool
Casanova di Neri is one of Montalcino’s premier wine producers and one of my personal favorites. If there is an epic year for Montalcino this producer will normally receive some “best of the best” awards from the main wine critics. Producing great wine is an art and a science at the same time and their property reflects that.
It sits in the valley below the city of Montalcino and is perfectly curated in all its beauty. They have multiple large structures including a castle-like hotel, enoteca for tastings, and all the equipment needed for making great wine. There are a pool on-site and utterly incredible views.