Province of Siena Holiday Packages

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Holidays To SIena

Italy’s got so many famous cities, it can be hard to decide which ones to visit: Rome, Milan, Venice and more.

How about…none of those? Holidays to Siena, just south of Florence, have all the art and architecture without the crowds. In fact, the city’s medieval art and churches are some of the most important in the country. With a mixture of small-town charm and big-city pride, Siena can’t wait to show you what it’s all about.

Things to Do in Siena

All roads in Siena (or at least a lot of them) lead to Piazza del Campo. Aside from stunning architecture like the Gaia Fountain and the 102m Mangia Tower, the square has loads of important history and events. No gladiators here these days, though just the ancient traditional Palio di Siena, a bareback horse race, complete with all the medieval fanfare. Book a Siena package deal for early July or mid-August to see this world-famous race.

Architecture aficionados will also want Siena packages in this area to see the city’s two most important churches. The Siena Cathedral is an intricately carved Gothic marble church make sure you enter through the Door of Forgiveness if you’ve done some things you regret on this holiday. In the nave, you can stare at the ceiling details for hours—and no one would even think you were strange. Just north of Siena Cathedral is St. Dominic's Basilica, which contains a grisly secret: the relics of St. Catherine of Siena, including her mummified head and thumb.

Fans of churches and architecture will want to pay a visit to the capital of Tuscany as well our Florence holiday packages will really complete your tour of medieval times.

Shopping, Dining & Nightlife

Take the high street when shopping in Siena—or rather, streets. Book one of Wotif’s Siena car hire options to carry all your finds, as the shopping is a bit spread out. Start at Via di Citta near the Piazza del Campo, where you’ll find old-fashioned country stores to pick up chocolate and pastries for the coworkers—and an espresso for yourself. Heading north, stop at Banchi di Sopra for upscale shops selling Italian leather and luxury brands, then end your trip at the casual stores of Via Montanini.

You’re in Italy, so you really can’t go wrong when it comes time to refuel. Head back to the area around St. Dominic's Basilica for hard-to-find regional classics like tegamata di maiale, a Sienese pork casserole, or Piazza del Campo for cheap dishes like pizza, panini and pasta e fagioli.

Siena has been called a “sleeping beauty” thanks to its architectural grandeur and relatively sleepy nightlife. There are a few areas, though, where the slumber is broken. Book Siena package deals near Via Pantaneto for pubs, live music and late-night dining, or near Piazza Del Sale if fine wine bars and conversation are more your thing.

What’s Next?

The beauty of Siena has to be seen to be believed—and once you experience it, you may not want to leave! Plan your Siena holiday on Wotif, and you just might save enough cash to stay a few more days.

Top Province of Siena hotels

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
The price is NZ$226 per night from 18 Mar to 19 Mar
NZ$226
includes taxes & fees
18 Mar - 19 Mar
Stay at this 4-star business-friendly hotel in Siena. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...
"Clean room and a walking distance from duomo and central town and easy parking but extremely bad window position. I wish to have a room with a proper window. Excellent breakfast."

Reviewed on 22 Feb. 2025

Hotel Athena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85, Siena, SI
Fully refundableReserve now, pay when you stay
The price is NZ$684 per night from 18 Mar to 19 Mar
NZ$684
includes taxes & fees
18 Mar - 19 Mar
Stay at this 5-star luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the room service ...
Need to do something about doors and windows!
"Nice elegant hotel, one big problem related to windows and doors that are not soundproof, it seems that you are sleeping with doors and windows opened, extremely uncomfortable, all other issues from location to hotel and services are very good indeed"

Reviewed on 14 Feb. 2025

Grand Hotel Continental Siena – Starhotels Collezione
 Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is NZ$188 per night from 24 Mar to 25 Mar
NZ$188
includes taxes & fees
24 Mar - 25 Mar
Stay at this 4-star hotel in Siena. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. ...
Beautiful and historic place to stay in Siena
"The hotel itself is a beautiful part of history! We loved the location and the staff."

Reviewed on 11 Mar. 2025

Palazzo Ravizza
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.