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Siena Vacation Packages

Wander the medieval streets of this Tuscan city, visit ancient cathedrals and artworks, and enjoy a vibrant food and wine scene. 

Siena is a city with a rich and fascinating cultural legacy and an excellent place to visit. The streets look like they’ve stayed the same for centuries and the entire central city has been declared a UNESCO World Heritage Site. There are magnificent cathedrals, churches, art museums, and public buildings all around, with excellent restaurants and craft shops scattered in between. 

History buffs and art lovers alike will appreciate the old buildings on every corner, galleries big and small, and some truly staggering mediaeval palaces. Start at the Piazza del Campo, the city’s main public space. It is lined with impressive old houses and shops and is dominated by the Palazzo Pubblico. Head inside to find the Museo Civico, where you’ll see frescoes from hundreds of years ago. 

Climb the stairs of the nearby Torre del Mangia for a breathtaking view of the area. Duomo di Siena is another of the city’s most spectacular landmarks. The towering Gothic structure was built in the 1200s and is best known for its black and white marble façade and the amazing artworks that decorate its walls. Be sure to visit the Biblioteca Piccolomini inside the cathedral to see its beautiful frescoes and old books. For more stunning churches, check out the Basilica di San Domenico or the Abbazio di Monte Oliveto Maggiore just outside the city.    

Take a break from sightseeing and simply stroll the streets, duck into great little shops, and try out some excellent restaurants. Anyone in town for July 2nd or August 16th will be in for an incredible spectacle. The horse race known as Il Palio is run twice a year, stirring local passions and stoking ancient rivalries. Siena has been divided into 17 Contrade (districts) since the mediaeval era, 10 of which compete in the race each year. Enjoy the parades and festivities leading up to the races and take in the electric atmosphere. 

Siena is an historic city with a formidable legacy. Visitors can admire  its architecture, spend hours gazing at centuries-old artworks, or just soak up the tradition that permeates every street.


Top Hotel Deals

See all 1,205 Hotels in Siena
C$64
Hotel Chiusarelli

Hotel Chiusarelli

Viale Curtatone 15, Siena
4.2
of 5, from 1,168 reviews
3.5 out of 5.0

Located in Siena City Centre, this hotel is steps from Basilica di San Domenico and Stadio Artemio Franchi. Palazzo Pubblico and Piazza del Campo are also within 15 minutes.

C$260
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85, Siena
4.6
of 5, from 211 reviews
5.0 out of 5.0

Located in Siena City Centre, this luxury hotel is within a 5-minute walk of Banca Monte dei Paschi di Siena, Palazzo Pubblico, and Piazza del Campo. Civic Museum and Stadio Artemio Franchi are also within 10 minutes.

C$479
Castello di Velona SPA Resort & Winery

Castello di Velona SPA Resort & Winery

Località Velona, Montalcino
4.7
of 5, from 145 reviews
5.0 out of 5.0

Situated in a rural location, this luxury hotel is 2.7 mi (4.4 km) from Abbazia di Sant'Antimo and within 9 mi (15 km) of Museum of Brunello and Fortress of Montalcino. Civic and Diocesan Museum of Sacred Art of Montalcino and Garden of Daniel Spoerri are also within 9 mi (15 km).

C$93
Hotel Athena

Hotel Athena

P Mascagni 55, Siena
4.4
of 5, from 1,404 reviews
4.5 out of 5.0

Hotel Athena is located within Siena's historic walls, near Piazza del Campo, Torre del Mangia, Palazzo Pubblico, Duomo, Museo dell'Opera Metropolitana, and Basilica di San Domenico. Castello di Brolio is 29 km (18 mi) away.

C$131
La Cisterna

La Cisterna

Piazza Della Cisterna 23, San Gimignano
4.3
of 5, from 258 reviews
3.5 out of 5.0

Located in Val d'Elsa, this hotel is steps from Medieval Criminal and Torture Museum and Collegiate Church of Santa Maria Assunta. Galleria Continua and Piazza della Cisterna are also within 5 minutes.

C$115
NH Siena

NH Siena

Piazza La Lizza 1, Siena
4.1
of 5, from 511 reviews
4.0 out of 5.0

Located in Siena Historical Center, this hotel is within a 10-minute walk of Basilica di San Domenico, Stadio Artemio Franchi, and Palazzo Pubblico. Piazza del Campo and Civic Museum are also within 15 minutes.

C$74
Hotel Garden

Hotel Garden

Via Custoza 2, Siena
4.1
of 5, from 673 reviews
4.5 out of 5.0

Just outside the city walls near the Porta Camollia gate, this Siena hotel is about a 30-minute walk or 5-minute ride from the historic city centre, including Piazza del Campo and Mangia Tower.

C$64
Hotel Villa Ricci

Hotel Villa Ricci

Viale Giuseppe di Vittorio 51, Chianciano Terme
3.8
of 5, from 103 reviews
3.5 out of 5.0

Situated in Chianciano Terme, this spa hotel is within a 5-minute walk of Terme Sant'Elena and Chianciano Art Museum. Archaeological Civic Museum and Parco Acqua Santa are also within 1 mi (2 km).

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