Province of Siena Holidays & Package Deals 2026

Your Province of Siena Holiday

Lock in a holiday package to Province of Siena and enjoy what it means to travel on your own terms. You'll be impressed by its walking trails, nature and views. With so many things to explore on a trip to Province of Siena, it can be tricky to know where to begin. Kick off your travels in Siena at Monteriggioni Castle and Palazzo Pubblico — two leading attractions here. Another city worth adding to your itinerary is Montepulciano. Be sure not to miss Val di Chiana and Piazza Grande. Whether you're travelling on a shoestring or in the lap of luxury, Expedia are here to help you customise your next Province of Siena holiday.

Top destinations in Province of Siena

A historic town with tightly packed buildings, a prominent tower, and a church.

The Latest Province of Siena Holiday Deals

Price found within the past 48 hours. Click for updated prices.

The Poet Hotel

La Spezia Historic Centre

AU$1,063

per person

23 Sept - 26 Sept

found 1 day ago

Return direct flight included

Munich (MUC) to Pisa (PSA)

9.2/10 Wonderful! (1,010 reviews)

Upon our trip to Italy, my family and I were looking for hotels to stay together. When we went to book on the Expedia app, it showed there were rooms available for the entire family. I booked mine first and was able to get a room. My family was booking at the same time and it changed to no rooms available. I immediately contacted Expedia to cancel my room or see if there was another hotel to change to to accommodate all of us, they contacted the hotel and they would not refund us and there were no other rooms available for them. We ended up having to stay at a different hotel and I still had to pay for this hotel even though I did not stay there since I was not going to displace the rest of my family. They were not accommodating whatsoever even though I called within 30 seconds of booking, Expedia said they tried to contact the property and they declined to refund us. I feel like it was just a way to get money without wanting to put customer service first I would not recommend for that reason. this was a total inconvenience and they could’ve helped us and chose not to.

Reviewed on 10 July 2026

Via Del Santo

AU$1,437

per person

22 Sept - 26 Sept

found 1 day ago

Return direct flight included

Munich (MUC) to Pisa (PSA)

8.6/10 Excellent! (38 reviews)

Everithing was good, fast access, clean quiet place.

Reviewed on 10 July 2026

Hotel della Baia

AU$1,282

per person

22 Sept - 26 Sept

found 1 day ago

Return direct flight included

Munich (MUC) to Pisa (PSA)

8.6/10 Excellent! (294 reviews)

Great hotel if you’re not fussed about food breakfast or the pool. Staff were the only thing which was great apart from the sea view room ofcourse. We enjoyed our stay inside the room but hotel seemed to have some smell. Parking also was super busy hotel didn’t have private spots.

Reviewed on 14 June 2026

Vernazza Sea View

AU$1,350

per person

22 Sept - 26 Sept

found 1 day ago

Return direct flight included

Munich (MUC) to Pisa (PSA)

8.2/10 Very good! (61 reviews)

Great location.

Reviewed on 15 June 2026

Giovanni Rooms Manarola

AU$1,398

per person

22 Sept - 26 Sept

found 1 day ago

Return direct flight included

Munich (MUC) to Pisa (PSA)

8/10 Very good! (87 reviews)

Property was as describe, view was perfect, easy to find. Very clean AC wasn’t the best, however, we visited from the US so our AC is very cold. We never saw the owners, they left check-in instructions. They were semi- responsive già whatsapp. Bed is a very firm mattess.

Reviewed on 24 Sept 2025

Province of Siena Essential Information

Language	Italian
Currency	Euros
Local Welcome	Ciao
Local Goodbye	Ciao
Closest Airport	Fiumicino - Leonardo da Vinci Intl. Airport (FCO)
Population	42,900
Top Sights	Monte Amiata, Piscine Termali Theia and Terme Antica Querciolaia

Our pick of the best Province of Siena Hotel Deals

Precise Tale Poggio Alla Sala

Via Poggio alla Sala 10 Montepulciano SI

Fully refundableReserve now, pay when you stay

AU$883

5 Aug - 6 Aug

includes taxes & fees

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

Fully refundableReserve now, pay when you stay

AU$558

10 Aug - 11 Aug

includes taxes & fees

Hotel Executive

Via Nazareno Orlandi 32 Siena SI

Fully refundableReserve now, pay when you stay

AU$142

17 July - 18 July

includes taxes & fees

8.4/10 Very good! (543 reviews)

"Nice clean hotel. Breakfast ok. Good parking"

Reviewed on 6 July 2026

See all 6,216 properties in Province of Siena

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.

Frequently asked questions

How much does a Province of Siena holiday package cost?

Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Province of Siena from just AU$1,063. And the more you bundle, the more cash you save. Your dream escape has never been so affordable.

How do I get a cheap travel package to Province of Siena?

Our Province of Siena holiday packages offer plenty of savings for the savvy traveller. For the best deal, simply bundle your hotel, flights and extras (including activities) into an affordable package. But cheap prices are just the beginning of your next awesome adventure. Book with Expedia and and you'll have over 550 airlines and 1 000 000 hotels worldwide to choose from. Whatever your budget, there's a package with your name on it.

Where should I stay in Province of Siena?

Siena is an awesome city to visit. This city is where you'll find impressive sights such as Siena Cathedral and Torre del Mangia. Val dOrcia also draws in many jetsetters eager to explore some of the best attractions in Province of Siena. These include Pienza Cathedral and Palazzo Piccolomini.

What are the top hotels in Province of Siena?

Check out Hotel Athena and NH Siena. They're top picks for many travellers to Crete Senesi. If San Gimignano features in your travel itinerary, Pensione Palazzo Ravizza and Grand Hotel Continental Siena – Starhotels Collezione are two welcoming options.

How far in advance should I book my Province of Siena holiday?

Reserving your tickets early with Expedia means one less thing to have to worry about. Most carriers advertise tickets up to a year in advance. This is generally the cheapest time to book. If circumstances have left you booking late, low prices to Province of Siena occasionally appear in the weeks leading up to departure.

What does an Expedia Province of Siena travel package include?

Much of that is up to you. You can select from a variety of Province of Siena packages, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your Province of Siena trip looks like, get ready to save!

What should I know before booking a Province of Siena travel package?

A travel package can be tailored to your budget and is a terrific way to stretch your hard-earned dollars. What you include is totally up to you. Rental cars, hotels and flights — mix and match whatever combination works with your plans.

Can I choose my airline with a Province of Siena Expedia holiday package?

Yes, so take your pick! We have access to over 550 partner airlines globally, so you can customize your Province of Siena getaway according to your needs and budget.

If I'm not able to travel, can I cancel my Province of Siena holiday package?

Don't worry if you're rethinking your Province of Siena holiday package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We totally get that life can sometimes throw you a curveball, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.

Stay near popular Province of Siena attractions

A historic square with cobblestone pavement, surrounded by multi-story buildings with traditional architecture.

Piazza del Campo

9.6/10 (1,995 reviews)

Learn about the local history of Siena when you spend time at Piazza del Campo. Discover the area's beautiful countryside or seek out its local tours.

See properties