Siena, a medieval gem nestled in the heart of Tuscany, beckons travelers with its rich history and artistic heritage. Renowned for its stunning Gothic architecture, vibrant cultural scene, and deep-rooted traditions, Siena offers a unique blend of old-world charm and modern excitement. In this guide, you will discover the best things to do in Siena, from architectural marvels to local experiences that will make your trip unforgettable. Dive into our curated list of top attractions and insider tips to explore Siena like a local. Discover the best wineries in Siena for an unforgettable wine experience.
What are the Top Things to Do in Siena?
Siena, a medieval gem nestled in the heart of Tuscany, beckons travelers with its rich history and artistic heritage. Renowned for its stunning Gothic architecture, vibrant cultural scene, and deep-rooted traditions, Siena offers a unique blend of old-world charm and modern excitement. In this guide, you will discover the best things to do in Siena, from architectural marvels to local experiences that will make your trip unforgettable. Dive into our curated list of top attractions and insider tips to explore Siena like a local. Discover the best wineries in Siena for an unforgettable wine experience.
Marvel at Siena Cathedral
The Siena Cathedral, or Duomo di Siena, is a masterpiece of Gothic architecture that should top your list of things to do in Siena. This stunning cathedral boasts an intricate facade adorned with sculptures and a beautifully crafted interior featuring marble floors and ornate frescoes.
As you explore, take note of the Piccolomini Library, which houses exquisite frescoes by Pinturicchio. Don’t miss the chance to climb to the top of the cathedral’s dome for a breathtaking view of Siena’s medieval skyline.
For a truly immersive experience, consider an audio guide or a guided tour to delve into the cathedral’s rich history and artistic significance.
Wander at Piazza del Campo
Piazza del Campo is the heart of Siena and one of the most beautiful public squares in Italy. This iconic shell-shaped square is renowned for its unique design and vibrant atmosphere. Home to the famous Palio di Siena horse race, Piazza del Campo becomes a lively hub of activity twice a year when the event takes place. The square is surrounded by historic buildings, with the Palazzo Pubblico and its Torre del Mangia standing out as architectural highlights.
Take a leisurely stroll around the square, enjoy a coffee at one of the many cafes, and soak in the medieval ambiance. Don’t forget to visit the Fonte Gaia, a beautiful fountain adorned with intricate sculptures.
Climb the Torre del Mangia
Climbing the Torre del Mangia is one of the most exhilarating things to do in Siena. This historic tower, which soars 102 meters high, was built in the 14th century and offers unparalleled panoramic views of the city and the surrounding Tuscan countryside. As you ascend the 400 steps to the top, you’ll pass by the tower’s historic bells and marvel at the architectural ingenuity of the era. Once you reach the summit, you’ll be rewarded with a breathtaking vista that captures Siena’s medieval charm in all its glory.
The tower is part of the Palazzo Pubblico, so consider combining your visit with a tour of the Civic Museum located within the palazzo. The Torre del Mangia offers a unique perspective of Siena, making it a must-visit for anyone looking to immerse themselves in the city’s rich history and stunning landscapes.
Discover the Civic Museum
Discovering the Civic Museum, or Museo Civico, is a captivating experience that should be high on your list of things to do in Siena. Located within the Palazzo Pubblico, this museum houses an impressive collection of frescoes, paintings, and artifacts that narrate the city’s rich history. The most famous work is the “Allegory of Good and Bad Government” by Ambrogio Lorenzetti, a significant fresco that offers insight into the political and social life of medieval Siena.
As you wander through the halls, you’ll also encounter works by other celebrated artists, such as Simone Martini. The museum’s setting within the historic Palazzo Pubblico adds an extra layer of allure, with its grand halls and intricate architectural details.
Visit the Basilica of San Domenico
Visiting the Basilica of San Domenico is a must when exploring the things to do in Siena. This imposing Gothic structure, also known as Basilica Cateriniana, is dedicated to St. Catherine of Siena, one of Italy’s patron saints. The basilica’s austere exterior contrasts with its richly adorned interior, which houses several important religious relics, including the head of St. Catherine. As you step inside, you’ll be captivated by the beautiful frescoes, altarpieces, and the serene atmosphere that invites contemplation and reverence. The Chapel of St. Catherine, filled with artworks depicting her life, is a highlight not to be missed. Located on a hill, the basilica also offers stunning views of Siena’s historic center.
Walk to the Sanctuary of Santa Caterina
Walking to the Sanctuary of Santa Caterina is one of the most enriching things to do in Siena. This sanctuary is dedicated to St. Catherine of Siena, a revered figure in Italian history and religion. Located in the Fontebranda district, the sanctuary encompasses several buildings, including the home where St. Catherine was born and lived. As you explore, you’ll find chapels adorned with frescoes that depict scenes from her life and relics that offer a glimpse into her spiritual journey. The serene atmosphere and historical significance of the location provide a deep sense of connection to Siena’s past. The sanctuary is a peaceful retreat from the bustling city, allowing you to reflect and immerse yourself in the spiritual heritage of St. Catherine. Whether you’re a history buff or a spiritual traveler, the Sanctuary of Santa Caterina offers a profound experience that enriches your visit to Siena.
Discover the Piccolomini Library
Discovering the Piccolomini Library is a highlight among the things to do in Siena. Located within the Siena Cathedral, this library is a visual feast of Renaissance art and architecture. Commissioned by Pope Pius II’s nephew, the library was intended to celebrate the life and achievements of the pope. As you step inside, you’ll be greeted by vibrant frescoes painted by Pinturicchio and his workshop, depicting scenes from the life of Pope Pius II.
The ceiling and walls are adorned with intricate details and vivid colors that have been remarkably preserved over the centuries. In addition to the frescoes, the library houses ancient manuscripts and beautifully illuminated books that offer a glimpse into the scholarly pursuits of the past.
Stroll through Banca Monte dei Paschi di Siena
Strolling through Banca Monte dei Paschi di Siena is a unique experience that should be on your list of things to do in Siena. Founded in 1472, it is the world’s oldest operating bank and a symbol of the city’s enduring financial history. Located in the historic center, the bank’s headquarters are housed in the Palazzo Salimbeni, a stunning example of Gothic architecture.
As you walk through the area, take time to admire the impressive facade and the intricate details of the building. Inside, the bank features a small museum that showcases historical documents, artifacts, and artworks related to its long history. The museum provides fascinating insights into the evolution of banking and the economic history of Siena.
Enjoy a Lunch and Wine Tasting on the outskirts of the city
Just 1.2 miles (2km) from the historic center of medieval Siena, in the heart of hilly Tuscany, where the city magically interpenetrates the countryside, along the route of the Via Francigena, is located La Lastra, an organic, family-run farm, an expression of simplicity and serenity in the habits and customs and craftsmanship of its products. There, you’ll be able to taste some marvelous Tuscan wines and have a light lunch while enjoying the panorama of the vineyards.
Best Things to Do Around Siena
Whether you’re a wine enthusiast eager to explore Tuscany’s renowned vineyards or a history buff keen on discovering medieval towns, this guide will help you make the most of your time around Siena. Dive into our handpicked experiences and uncover the best-kept secrets of this beautiful region. Get ready for an unforgettable journey filled with culture, stunning landscapes, and, of course, world-class wines.
Discover the beautiful Montepulciano
Located about an hour’s drive away, Montepulciano is famed for its Vino Nobile di Montepulciano, a distinguished red wine. The town itself is a charming blend of Renaissance architecture and medieval charm, with narrow streets and picturesque squares.
Begin your visit at the Piazza Grande, the town’s main square, surrounded by stunning buildings like the Palazzo Comunale and the Cathedral. Wander through the streets and explore the best Montepulciano wineries curated by Winalist.
Montepulciano also offers breathtaking views of the Tuscan countryside, making it a perfect spot for photography enthusiasts. Don’t miss the chance to visit the Church of San Biagio, a beautiful example of Renaissance architecture located just outside the town.
Visit Florence
Just an hour’s drive or a quick train ride away, Florence is the cradle of the Renaissance and a treasure trove of art, history, and culture. Start your journey with a visit to the iconic Duomo, where you can marvel at Brunelleschi’s dome. The Uffizi Gallery is another highlight, housing masterpieces by Botticelli, Michelangelo, and Leonardo da Vinci. Stroll across the Ponte Vecchio, the city’s oldest bridge, lined with charming jewelry shops. Don’t miss the Palazzo Vecchio and the adjacent Piazza della Signoria, a vibrant square filled with statues and historical landmarks. For breathtaking views of the city, head to Piazzale Michelangelo.
Discover our guide on the best things to do in Florence as well as some top rated Florence wine tours.
Discover Montalcino village
Located about 1.5 hours by car from Siena, Montalcino is renowned for its world-famous Brunello di Montalcino wines. This charming medieval town is perched on a hill, offering stunning views of the surrounding vineyards and countryside. Start your visit with a stroll through the historic center, where you’ll find quaint shops, cafes, and the impressive Fortezza di Montalcino. The fortress provides panoramic views and occasionally hosts wine tastings and cultural events. Don’t miss the chance to visit Montalcino wineries, carefully selected by Winalist local team, where you will be able to tour the cellars and sample exquisite Brunello wines.
Take a Day trip to Chianti wine region
Located about an hour’s drive from the city, the Chianti region is famed for its scenic vineyards, rolling hills, and premium wines. As you drive through this picturesque landscape, you’ll encounter charming villages like Greve, Radda, and Castellina, each offering a unique glimpse into Tuscan life.
Stop by renowned wineries for a Chianti wine tours and learn about the region’s rich winemaking traditions and savor a variety of Chianti wines, known for their robust flavors and aromatic profiles. Pair your tastings with local delicacies like pecorino cheese and salami for a full sensory experience.
Explore Bolgheri region
Situated about 1.5 hours by car from Lucca, is a wine lover’s paradise known for its prestigious Super Tuscan wines and picturesque cypress-lined roads. This charming village is nestled in the heart of the Tuscan coast and offers a unique blend of natural beauty and world-class wine production. As you explore Bolgheri, you’ll be captivated by its medieval architecture, quaint streets, and stunning views of the surrounding vineyards. Key highlights include visiting renowned bolgheri wineries which produces some of Italy’s finest wines. Many of these estates offer guided tours and tastings, allowing you to immerse yourself in the rich flavors and history of the region.
Discover San Gimignano
Located at only 45 minutes-drive from Siena, don’t miss the opportunity to explore the medieval town of San Gimignano. . Famous for its stunning skyline of medieval towers. This UNESCO World Heritage site offers a unique glimpse into Tuscany’s feudal past. As you wander through its cobblestone streets and visit landmarks like the Collegiata and Piazza della Cisterna, you’ll be transported back in time. Beyond its historical allure, San Gimignano is also a haven for wine enthusiasts. The town is renowned for its Vernaccia di San Gimignano, a crisp white wine that has been produced in the area for centuries. On Winalist you will find the best the San Gimignano wineries to complete your visit.
Enjoy a Dinner in the Vineyards in Arezzo
Known for its Etruscan roots, medieval architecture, and vibrant arts scene, Arezzo is a treasure trove of culture and history waiting to be explored. Among its many delights, one standout experience is dining in the vineyards at Fattoria Di Romignano.
Imagine savoring a sumptuous Tuscan meal, surrounded by lush grapevines and the gentle rolling hills of the countryside. This unique dining experience allows you to taste local wines and homemade dishes under the Tuscan sky, creating memories that will linger long after your visit.
Whether you’re a wine enthusiast or simply looking for an unforgettable culinary adventure, a dinner at Fattoria Di Romignano offers the perfect blend of Arezzo’s rich heritage and the rustic beauty of its vineyards.
Don’t miss our guide on the best things to do in Arezzo as well as the best Province of Arezzo wineries.
Good to Know to Plan Your Trip to Siena
What’s the Best Time to Visit Siena?
– Spring (April to June): Ideal for sightseeing and outdoor activities with mild weather, blooming flowers, and fewer crowds.
– Summer (July to August): Offers warm temperatures and the excitement of the Palio di Siena, the city’s famous horse race. Be mindful of the heat and crowds.
– Autumn (September to October): Features pleasant temperatures and vibrant landscapes, perfect for wine tours and countryside exploration.
– Winter (November to March): Quieter and cooler, providing a more intimate experience of Siena’s historic sites, with fewer tourists around.
Each season has its unique charm. Consider your preferences for weather, events, and crowd levels when planning your trip to Siena.
What are the best traditional restaurants to experience local cuisine in Siena?
– Osteria La Sosta di Violante: Known for its warm ambiance and traditional Tuscan dishes like pici pasta and wild boar stew.
– Ristorante Enzo: Offers a cozy setting and a menu that features classic Sienese fare made with fresh, local ingredients.
– Osteria Le Logge: A historic restaurant that combines gourmet cuisine with a charming atmosphere; their ribollita and truffle dishes are particularly noteworthy.
Each of these establishments offers a unique taste of Siena’s rich culinary heritage, providing an unforgettable dining experience. Whether you’re a food enthusiast or simply looking to enjoy a good meal, these traditional restaurants in Siena promise to leave you satisfied and eager to explore more of the city’s gastronomic delights.
What are the best hotels to stay in Siena?
Finding the right accommodation is crucial when exploring things to do in Siena. What are some top recommendations for places to stay in Siena?
– Hotel Certosa di Maggiano: A5-star gem set in a renovated monastery, offering elegant rooms and top-notch amenities for a luxurious stay.
– Grand Hotel Continental Siena – Starhotels Collezione: A5-star boutique hotel located in the heart of Siena, featuring opulent decor and exceptional service.
– Palazzo Ravizza: A4-star boutique hotel that combines historic charm with modern comforts, boasting a lovely garden with stunning views of the Tuscan countryside.
Each of these hotels provides a unique experience, ensuring a comfortable and memorable stay in Siena. Whether you’re looking for luxury, convenience, or charm, Siena’s top hotels cater to various preferences and enhance your visit to this medieval city.
