Siena(Italy) Travel 2026: Cheap Flights, Hotels & Top Attractions

In Siena, the standout boutique hotel is Palazzo di San Giorgio, located just steps from the Piazza del Campo and Palazzo Pubblico. Housed in a 14th-century noble residence, it blends medieval architecture with modern comforts, featuring locally quarried stone walls and frescoed ceilings. Another gem is Hotel il Palio, renowned for its intricate mosaic murals and Renaissance-era furnishings, offering guests an immersive experience into Sienese aristocratic life. Both properties provide personalized service and exclusive access to cultural events like the Palio race.

The area surrounding Piazza del Campo offers the ideal location for staying in Siena. It’s centrally positioned within walking distance of major landmarks such as the Palazzo Pubblico, Duomo di Siena, and the Basilica of Santa Maria della Scala. This historic district features quiet alleyways lined with centuries-old buildings converted into boutique hotels, ensuring tranquility while remaining immersed in the city’s vibrant culture. Additionally, it’s perfect for experiencing local festivals, especially the biannual Palio di Siena, held in the square itself.

The Palio di Siena is a world-famous horse race held twice yearly—on July 2nd and August 16th—in the Piazza del Campo. Representing 17 historic city districts (Contrade), riders race bareback around the square in a thrilling 90-second sprint. Visitors can book VIP boxes for panoramic views or join the festivities in traditional costumes, experiencing street parades, drumming, and community pride. The event’s deep-rooted traditions, including pre-race rituals and the ceremonial handing of the banner, reflect Siena’s unique civic identity and passion for heritage.

Must-try authentic experiences in Siena include touring the Duomo di Siena’s stunning marble inlay work and visiting the Museo dell'Opera Metropolitana to explore the cathedral’s artistic legacy. Attend a medieval polyphony concert at Santa Maria della Scala, or take part in a Tuscan wine tasting tour in nearby Chianti Classico vineyards. Don’t miss the Libraria Antiquaria, a historic book market selling rare manuscripts, or a hands-on family cooking class where you’ll learn to make Panforte and other regional desserts.

For an authentic family meal, book a private dinner at Osteria Le Volte in the San Cristoforo district, where the family-run kitchen serves homemade pasta and local game dishes using ingredients from nearby farms. Menus change daily based on seasonal harvests. For deeper immersion, join a home cooking workshop hosted by a local family, where you’ll learn to prepare Cappellacci di zucca and Panforte, followed by a shared meal in their home—offering a genuine taste of Sienese hospitality.

The Piazza del Campo is the ultimate photo destination, with its iconic fan-shaped layout and terracotta paving that creates dramatic shadows at sunrise. Capture the Palazzo Pubblico façade during golden hour. The Duomo di Siena’s intricate marble facade and the Loggia dei Mercanti offer classical composition opportunities. For scenic landscapes, hike up to Monte Oliveto or photograph the ancient city walls from the Ripa d’Arno viewpoint. Each spot reflects Siena’s blend of artistry, history, and Tuscan beauty.

Yes, Siena is highly suitable for families. The Piazza del Campo has a small playground and hosts summer storytelling events. Nearby, the Zoo di Siena offers interactive animal encounters and educational programs. Families also enjoy farm visits in Tuscany, where kids can milk goats or make cheese. Most boutique hotels provide cribs and child-friendly menus, and the compact, pedestrian-only city center ensures safety and ease of navigation—perfect for slow-paced, culturally enriching travel with young ones.

Siena is largely pedestrian-friendly, with its historic core designated as a car-free zone. Park your vehicle at Parcheggio delle Boccaletti or Parcheggio del Palio, then use free shuttle buses or walk into town. Bicycles are available for rent near city gates, ideal for short rides along the Arno River. Regional trains connect Siena to Florence and Pisa via Trenitalia, with the station located 1.5 km from the center—accessible by bus or taxi. Overall, the city is well-connected and designed for efficient, low-impact exploration.

Must-try Sienese delicacies include Cappellacci di zucca (pumpkin-filled ravioli with cream and pecorino), Gricia (spaghetti with guanciale and black pepper), and Panforte—a dense, spiced fruit cake made with honey and nuts. Pair these with local Chianti Classico DOCG wines or try Sienese salame at Mercato Coperto. For a full sensory experience, dine at Trattoria da Vittorio, known for its rich braised beef stew and seasonal menu rooted in Tuscan tradition.

Top shopping destinations in Siena include Mercato di Provenienza, a bustling indoor market offering handmade ceramics, leather goods, and organic food. Independent boutiques like Bottega del Corso sell vintage books and antique silverware. For gourmet souvenirs, visit Enoteca della Torre, a cellar-turned-wine bar housed in a medieval tower, offering limited-edition wines and expert tastings. Don’t miss the Palio-themed souvenir shop near Santa Maria della Scala, where you can buy commemorative medals and flags to remember the festival.