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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 1,697 Hotels in Siena
C$94
Hotel Athena

Hotel Athena

P Mascagni 55, Siena
4.4
of 5, from 1,453 reviews
4.0 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$104
NH Siena

NH Siena

Piazza La Lizza 1, Siena
4.1
of 5, from 534 reviews
4.5 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$88
Relais Cappuccina Ristorante Hotel

Relais Cappuccina Ristorante Hotel

Loc La Cappuccina 46/a, San Gimignano
4.1
of 5, from 181 reviews
4.5 out of 5.0

This family-friendly San Gimignano hotel is located in a rural location, within 2 mi (3 km) of Sant'Agostino Church and Collegiate Church of Santa Maria Assunta. Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery and Vernaccia di San Gimignano Wine Museum are also within 2 mi (3 km).

C$599
Fonteverde

Fonteverde

Localita Terme, 1, San Casciano dei Bagni
4.7
of 5, from 51 reviews
5.0 out of 5.0

Located in a rural location, this family-friendly hotel is within 12 mi (20 km) of Monte Rufeno Nature Reserve, Archaeological Museum of Sarteano, and Rocca di Radicofani. Sarteano Castle and Centro Servizi Turistici Citta della Pieve are also within 12 mi (20 km).

C$131
Relais degli Angeli

Relais degli Angeli

Via dei Montanini, 83, Siena
4.9
of 5, from 25 reviews
0.0 out of 5.0

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

C$82
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

Strada Provinciale Colligiana, 8, Monteriggioni
4.3
of 5, from 153 reviews
4.0 out of 5.0

This family-friendly Monteriggioni hotel is located in a rural location, 1.3 mi (2 km) from Monteriggioni Castle, and within 6 mi (10 km) of The Rock of Staggia and Piazza Arnolfo di Cambio. Art in Color and Ranuccio Bianchi Bandinelli Archeological Museum are also within 9 mi (15 km).

C$66
Hotel Chiusarelli

Hotel Chiusarelli

Viale Curtatone 15, Siena
4.2
of 5, from 1,201 reviews
3.0 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$557
Castello di Velona SPA Resort & Winery

Castello di Velona SPA Resort & Winery

Località Velona, Montalcino
4.7
of 5, from 150 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).

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