Where to Stay in Tuscany | 8 Best Places to Stay in Tuscany

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Searching for where to stay in Tuscany for the perfect Italian holiday? Then keep reading!

Tuscany is one of the world’s most beautiful regions where you can find rolling hills, endless vineyards, and old villages with an unmistakable charm. It is one of my favourite regions in Italy that is honestly one of the most unique and magical places on Earth!

It is one of the most beautiful places to visit in Italy for travelers of all kinds: couples, families, solo, and beyond. However, the region is not small, and finding where to stay can make all the difference in making your visit the best it can be.

Below is a guide on where to stay in Tuscany so you can find the best place to stay for you!

(Disclaimer: Some links in this post may be affiliate links, meaning if you click on the link and make a purchase, I receive a small commission. This is at no extra cost to you and you may even receive a small discount. See disclosure for more information.)

Where to Stay in Tuscany

Short on time?
🚗 Best Place to Stay in Tuscany Without a Car: Casa Howard Firenze Florence / Grand Hotel Continental Siena Siena
🍷 Best Place to Stay for Wine Tasting: Villa Lecchi Hotel Wellness Chianti
➡️ Best Place to Stay in Tuscany for First-Time Visitors: Casa Howard Firenze Florence / Grand Hotel Continental Siena Siena
🌾 Best Place to Stay in Tuscany for the Countryside: La Bandita Townhouse Pienza / Il Rondò Boutique Hotel Montepulciano
❤️ Best Place to Stay for your Honeymoon: COMO Castello Del Nero

Florence
Siena

Where to Stay in Tuscany Without a Car

The best place to stay in Tuscany without a car is Florence or Siena.

Florence is the biggest city in Tuscany and a great place to stay without a car. Here you can enjoy one of the most beautiful cities in Italy and venture into more of the Tuscany region with the various tours offered.

Siena is one of the most beautiful villages in Tuscany and the perfect place to stay in Tuscany without a car. Staying here will show you one of the most magical places in Tuscany and you can join many tours to show you more of the stunning surroundings.

Best Hotels in Florence:

Best Hotels in Siena:


Vineyard
Vineyard

Where to Stay in Tuscany for Wine Tasting

The best place to stay in Tuscany for wine tasting is Chianti.

Chianti is the famous wine region of Tuscany full of vineyards, wineries, and amazing villas and homestays. Here you can enjoy the complete wine experience and immerse yourself in one of Tuscany’s most famous exports.

The entire Chianti region is pretty big so you will have plenty of villages and towns to choose from. If you want to wake up and go to sleep admiring the endless stretch of vineyards then Chianti is the only option.

Best Hotels in Chianti:


Where to Stay in Tuscany For First-Time Visitors

The best place to stay in Tuscany for first-time visitors is Florence or Siena.

Florence is the most famous and accessible city in Tuscany. Many other towns and villages are more difficult to reach and if you are visiting for the first time and want to just get a taste of Tuscany Florence will do the trick.

You can also take day trips with tours or by renting a car to additional parts of Tuscany with ease.

Siena is another wonderful place to stay in Tuscany for first-time visitors. It has a more rustic and medieval feel than Florence and will really show you the beauty of Tuscany.

It is also more closely located to the golden rolling hills and cypress trees that Tuscany is famous for. Siena is a great central location in Tuscany so you can travel to see as much of the region as you want as a first-time visitor.

Best Hotels in Florence:

Best Hotels in Siena:


Pienza Italy
Pienza Italy

Where to Stay in Tuscany Countryside

The best places to stay in the Tuscany countryside are Pienza and Montepulciano.

Both these villages are located in the stunning Val d’Orcia region of Tuscany. Val d’Orcia is where you will find the iconic rolling hills, streets lined with cypress trees, and fortified villages. Although there is plenty of Tuscany countryside areas, this is by far the most beautiful.

Best Hotels in Pienza:

Best Hotels in Montepulciano:


Where to Stay in Tuscany as a Base

The best place to stay in Tuscany as a base is Siena.

Siena is located just about in the middle of Tuscany making it the perfect place for a base to travel around and enjoy multiple parts of the region.

Best Hotels in Siena:


Where to Stay in Tuscany on your Honeymoon

The best place to stay in Tuscany on your honeymoon is not an exact place but specific hotels and villas.

Tuscany is home to some of the world’s most romantic and beautiful villas. Located remotely within the beautiful Tuscany countryside, these villas are like nothing else on earth. Head to one of these villas below for the ultimate romantic getaway.

Best Hotels for Your Honeymoon:


Travel Insurance

Getting travel insurance before you travel is a MUST. It’s the number one thing you should always pack before travelling that can save you a lot of money, time, and stress. With how crazy travel has gotten recently you need that peace of mind that no matter what happens there is something protecting you from losing out. I always travel with travel insurance and think everyone should.

I always travel with travel insurance and think everyone should. Below is my favorite travel insurer Safety Wings, enter your details to get a free quote! 


Love,

SSW

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