Where to Stay in Tuscany: 10 of the Best Places to Visit -

Discover the allure of Tuscany through our comprehensive guide. Immerse yourself in this iconic Italian region’s enchanting landscapes, rich culture, and timeless charm. Whether you seek the rustic tranquility of countryside villas, the elegance of historic cities, or the serenity of coastal retreats, this article unveils the top destinations that promise an unforgettable Tuscan experience for every traveler.

Table of Contents

Florence

With its ancient history stretching back over three millennia, Florence is the perfect destination to explore the unique blend of ancient art and modern adventure. From the works of renowned visionaries such as Galileo, Leonardo da Vinci, and Michelangelo to the world-class monuments, churches, and museums, Florence is truly one of a kind.

When it comes to accommodation options, Florence offers a wide variety of choices. From five-star luxury hotels in the heart of the city to more budget-friendly hotels and hostels on the outskirts, Florence has something for everyone.

Moreover, its convenient location and transport links make exploring the surrounding countryside and other major cities like Milan and Rome easy.

Florence Highlights:

Basilica di Santa Maria del Fiore – also known as the Florence Cathedral, this Gothic-style building is one of the most important landmarks in Florence and is considered one of the largest churches in the world
Ponte Vecchio – take a stroll across Florence’s iconic bridge that survived World War II, shop for jewelry and souvenir items in the stores that line the bridge, and enjoy the stunning views it has to offer
Uffizi Gallery – renowned globally for its magnificent displays, including ancient sculptures and priceless paintings from the Italian Renaissance like Sandro Botticelli’s Primavera and Leonardo Da Vinci’s Annunciation
Galleria dell’Accademia – art museum in Florence that houses Michaelangelo’s sculpture David
Leonardo da Vinci Museum – an interactive museum dedicated to the genius of Da Vinci
Cappella dei Brancacci – known as the “Sistine Chapel of the early Renaissance” for its iconic painting cycle, visit this cappella in the Church of Santa Maria del Carmine
Boboli Gardens – a historical park of the city, one of the first examples of Italian garden which later inspired many European Royal gardens
Salvatore Ferragamo Museum – discover the incredible history of the Salvatore Ferragamo brand and the legendary designer’s life and contributions to the fashion industry

Whether you’re an Italian cultural fan or an art lover, Florence is an ideal place to stay and experience the best of Tuscany.

Siena

Step back in time and explore Siena, a city steeped in history and romance. Enjoy the slower pace of life and admire the architectural beauty of its medieval churches, museums, and archaeological sites.

Discover the local delights as you wander through the city’s cobblestone streets. Experience how Siena has seamlessly integrated its ancient past with its vibrant present to create a truly unique destination. And, of course, don’t forget to sample the world-famous local wines!

Siena Highlights:

Piazza del Campo – considered one of the greatest medieval squares in Europe
Duomo di Siena – also known as Cattedrale Metropolitana di Santa Maria Assunta, this medieval church is Siena’s most famous landmark
Torre del Mangia – second tallest tower in Italy, located in the Piazza del Campo
Basilica of San Domenico – take a tour of the Basilica to explore the resting place of St. Dominic, the leader of the Order of Preachers, and immerse yourself in the history of this majestic church and appreciate the beauty of its architecture
Santuario Casa di Santa Caterina – tour this art-filled sanctuary that is the former home of Saint Catherine of Siena
Hot Air Balloon Ride – enjoy the breathtaking views of Tuscany from the skies with a hot air balloon ride starting in Siena

Chianti

If you’re looking for a great place to stay in Tuscany, consider Chianti. Not only can you enjoy taking a winery or vineyard tour, but you can also explore its many incredible sites, activities, and secret treasures hidden within its small, medieval villages. With its unique wines made from grapes grown only in the region, and its stunning views and long history, Chianti is genuinely one of the best places to experience the beauty of Tuscany.

Chianti Highlights:

Barone Ricasoli – the oldest and largest wine estate in the region and offers daily wine tastings to visitors
Radda – the breathtaking views and peaceful atmosphere makes it the perfect destination for those who are looking for a tranquil retreat
Greve – home to a unique and historic town square, which has been the heart of the region since the days of the Middle Ages

Val d’Orcia

Val d’Orcia is one of the best places to stay in Tuscany, offering a wealth of accommodation options suited to all kinds of travelers. There is something for everyone, from luxury villas and farmhouses to boutique bed and breakfasts and traditional Tuscan hotels.

Visitors can also enjoy the area’s many natural wonders, including stunning views of the Orcia River valley, picturesque villages, and gorgeous rolling hills.

With its abundance of activities and attractions, Val d’Orcia is the perfect place for a peaceful and relaxing holiday.

Val d’Orcia Highlights:

Cappella Madonna di Vitaleta – a stunningly beautiful chapel located in Val d’Orcia; surrounded by a rolling landscape of hills and lush greenery, it is one of the most photographed spots in the region
Romanesque Abbey of Sant’Antimo – a stunning example of architecture surrounded by gorgeous landscapes of rolling hills, lush olive trees, and vineyards; said to have been founded by Emperor Charles the Great
Podere Belvedere – a popular viewpoint known for its stunning picturesque views and is a popular destination for photographers looking to capture the beauty of Tuscan

Relate article: Best Time to Visit Tuscany: Weather, Seasons & Tourist Peaks

Lucca

Lucca is the ideal spot to stay if you’re looking for a unique experience in Tuscany. Its centuries-old architecture and cobblestone streets provide a charming atmosphere that will make you feel like you’ve stepped back in time.

There are plenty of landmarks to explore, from the historic Piazza dell’Anfiteatro to the Puccini Museum. The tree-lined pathways and pedestrianized piazzas make it easy to take a break and relax while you explore the city. Lucca is the perfect place to stay if you want to experience the beauty of Tuscany.

Lucca Highlights:

Cattedrale di San Martino – also known as St. Martin Cathedral, one of the most famous churches in the city and home to the beloved Volton Santo wood carving depicting Jesus Christ
Guinigi Tower – climb 233 steps to reach the top of this 14th-century tower
Puccini Museum – located at the birthplace of Giacomo Puccini and showcases various artifacts, handwritten letters, and other memorabilia related to the composer’s life
Museo Nazionale di Palazzo Mansi – a fantastic venue for experiencing collections of tapestries and post-19th century art; owned by the city, it is one of two great art museums in the area
Piazza dell’ Anfiteatro – while today it is a place of leisure and relaxation, centuries ago it was a place of intense action and excitement, as gladiators put their lives on the line for the entertainment of the crowds

Arezzo

Arezzo is the perfect destination for those seeking a unique Tuscan experience. Not only can you find a wealth of gold, silver, and antique shopping, but there are also plenty of modern boutiques selling high-end fashion items from Italian designers.

The city’s medieval heritage and art provide an interesting backdrop to explore, and there are a variety of accommodation options in and around the city. Choose from cozy guesthouses, luxury villas, and boutique hotels, all of which provide a wonderful home away from home.

Arezzo Highlights:

Piazza Grande – enjoy the shops and restaurants that encircle the square and experience the vibrant atmosphere of the past
Fortezza Medicea – take a step back in time while enjoying breathtaking views from the historic fortress, once belonging to the renowned Medici family of Italy
Basilica di San Francesco di Arezzo – a remarkable example of late Medieval architecture, home to Piero della Francesca’s iconic fresco cycle “Legends of the True Cross”
Church of Santa Maria della Pieve – visit the town’s oldest surviving church
Archeological Museum Mecenato – home to a varied collection of artifacts from the prehistoric era as well as the Etruscan civilization
Vineyard Tours and Wine Tasting – explore the stunning vineyards of the Tuscan region while sampling their exquisite wines

Pitigliano

Rich in both history and charm, Pitigliano is the perfect place to stay in Tuscany. This secret medieval gem was once home to Etruscans and is known as “Little Jerusalem” due to its multicultural heritage. Located atop a tufa ridge, the city offers plenty of sights to explore and several small hotels and rental homes right in the center..

Pitigliano Highlights:

Le Vie Cave – hike along this pathway known as “excavated roads”
Palazzo Orsini – check out this 14th-century fortress converted into a museum, and housing a variety of Etruscan artifacts and Renaissance artwork, and even a medieval torture chamber
Cattedrale dei Santi Pietro e Paolo – also known as the Pitigliano Cathedral, visit this Roman Catholic cathedral that is currently the episcopal seat of the Diocese of Pitigliano-Sovana-Orbetello

Pienza

Pienza is one of Tuscany’s most beautiful and sought-after destinations, offering visitors a unique experience with its picturesque piazza, churches, and the best cheese in the region. With its winding roads, golden fields, and magical views, Pienza is the perfect place for travelers looking to experience the best of Tuscany.

Pienza Highlights:

Piazza Pio II – the travertine stone used to construct the buildings surrounding Piazza Pio II brings an air of grandeur and dignity to the square
Cattedrale dell’Assunta – also known as the Cathedral of Santa Maria Assunta, this church is renowned for its awe-inspiring artwork, with paintings by some of the most famous artists of the time
Palazzo Vescovile – Bishop’s Palace, previously the home of Pope Alexander VI, presently contains the Diocesan Museum
Palazzo Piccolomini – book a tour to explore this 15-century palace and its spectacular frescoes

Pisa

Pisa is one of the best places to stay in all of Tuscany, with its world-class museums, stunning churches, picturesque scenery, and an array of nightlife options. It is a dynamic city with a rich history, from its involvement in medieval battles to its rise as a major maritime republic.

There is no shortage of hotels and hostels in Pisa to suit every budget and preference, making it the perfect place to stay and explore the stunning Tuscan countryside.

Pisa Highlights:

Leaning Tower of Pisa – climb this world-famous tilted torre located on Piazza dei Miracoli
Chiesa di Santa Maria della Spina – a tiny gothic-style church, it is said that one of the thorns from Jesus’ crown of thorns once rested at this site
Cattedrale Metropolitana Primaziale di Santa Maria Assunta
Pisa Baptistery of St. John – the largest baptistery in Italy, an imposing attraction situated in the UNESCO World Heritage Site Piazza dei Miracoli, right next to the Cathedral
Camposanto Monumentale – step inside this massive cemetery near the Leaning Tower of Pisa, and you’ll be walking on the soil of Golgotha as it is said that the earth here has its roots tracing back to the place of Jesus’ crucifixion
Piazza dei Cavalieri – also known as Knight’s Square

Livorno

While many tourists flock to the hills of Tuscany to enjoy the scenery, they should consider visiting the magical city of Livorno on the seaside. This is Tuscany’s main port city and the perfect place for those seeking a unique experience.

The city center is also a sight to behold, with its picturesque canals and bridges, earning it the nickname Venezia Nuova. Plus, Livorno boasts a variety of restaurants serving up delicious seafood dishes, making it one of the best places to stay in Tuscany.

Livorno Highlights:

Acquario di Livorno – a must-visit for those looking to explore the aquatic world; enjoy watching and learning about the fascinating creatures of the Mediterranean
Terrazza Mascagni – an ideal spot to take in the breathtaking views of the sunset and enjoy a pleasant stroll
Venezia Nuova – explore the beautiful canals of Venezia Nuova and marvel at the impressive attractions like the Fortezza Vecchia and Fortezza Nuova, and enjoy the vibrant atmosphere of Piazza della Repubblica
Mercato Centrale – the perfect destination for those seeking an authentic experience of the local culture and some great food