Province of Siena Vacation Packages

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Your Province of Siena Vacation

Lock in a vacation 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 customize your next Province of Siena vacation.

Top vacation destinations in Province of Siena

Siena featuring night scenes, landscape views and a city
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Siena

Siena

Top Province of Siena Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was CA $2,599, price is now CA $1,737 per person
CA $1,737
per person
Apr 3 - Apr 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Florence (FLR)
9.6/10 Exceptional! (495 reviews)
Outstanding Boutique Hotel. Friendly Multilingual Staff, Great Breakfast, beautiful and spacious room. Absolutely amazing Wellness Spa! Centrally located for easy access to all of Firenze via public transportation. 30 mins from airport. I highly recommend The Moon Hotel And Spa!

Reviewed on Feb 23, 2026

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Price was CA $2,975, price is now CA $1,889 per person
CA $1,889
per person
Apr 3 - Apr 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Florence (FLR)
8.4/10 Very Good! (46 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun 12, 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was CA $3,199, price is now CA $2,052 per person
CA $2,052
per person
Apr 29 - May 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
8.6/10 Excellent! (476 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Price was CA $12,409, price is now CA $8,213 per person
CA $8,213
per person
Apr 18 - Apr 27
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.4/10 Exceptional! (233 reviews)
Gorgeous boutique hotel, like museum Beautiful rooms!!! Thank you Giovanni for all ur help and knowledge organizing everything for us, and breakfast waiters were great!!!

Reviewed on Aug 21, 2025

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was CA $4,127, price is now CA $2,747 per person
CA $2,747
per person
Apr 18 - Apr 27
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
8.8/10 Excellent! (939 reviews)
Great staff. Helpful. Clean

Reviewed on Feb 13, 2026

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Province of Siena Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Mar 18 to Mar 19
CA $139
CA $161 total
Mar 18 - Mar 19
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
Estupenda estadia, el cuarto estaba muy comodo y limpio, nos proporcionaron agua y cafe, el staff muuuy amable, el hotel tiene unas vistas espectaculares y el desayuno buffet, delicioso, ademas de estar en una muy buena ubicacion para recorrer siena sin preocupacion, definitivamente volveria a hospedarme ...

Reviewed on Feb 15, 2026

Hotel Athena
NH Siena

NH Siena

4 out of 5
Piazza La Lizza 1 Siena SI
The price is CA $136 per night from Mar 22 to Mar 23
CA $136
CA $158 total
Mar 22 - Mar 23
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Nicely central.

Reviewed on Feb 12, 2026

NH Siena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
The price is CA $434 per night from Mar 13 to Mar 14
CA $434
CA $494 total
Mar 13 - Mar 14
includes taxes & fees
9.2/10 Wonderful! (584 reviews)
The best hotel in siena for sure, thank you!

Reviewed on Feb 23, 2026

Grand Hotel Continental Siena – Starhotels Collezione
See all 6,125 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.
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Frequently asked questions

How much does a Province of Siena vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Province of Siena from just CA $1,737. 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 vacation packages offer plenty of savings for the savvy traveler. 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 travelers 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 vacation?
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 vacation 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 vacation package?
Don't worry if you're rethinking your Province of Siena vacation 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.