Siena Vacation Packages

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Your Siena Vacation

From its highlights to its hidden treasures, this city is best experienced with a Siena vacation package. Check out places to stay in Lecchi in Chianti, which is great for walking, cycling and views. If a sightseeing tour is on the cards during your trip to Siena, swing by popular attractions like Siena Cathedral, Torre del Mangia and Piazza del Campo. Don't delay exploring this destination any longer. Your perfect Siena vacation is only a few clicks away with Expedia.

Top Siena Vacation Deals

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The property is very centrally located—just a short walk from the Duomo and the central train station, with easy access to the tram as well. I was pleasantly surprised by how convenient the location was. The staff were friendly, and the included breakfast was a nice way to start the day with a quick bite. The only suggestion I’d make is to provide a thicker blanket for added comfort.

Reviewed on Jul. 29, 2025

Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
per person
Oct 20 - Oct 26
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
10/10 Exceptional! (1 review)
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on Jun. 6, 2025

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
per person
Oct 20 - Oct 26
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
This hotel is in a great location for easy access to the Ponte Vecchio, Boboli Gardens, Uffizi Galleries, Galleria dell'Accademia di Firenze, the Cathedral of Santa Maria del Fiore, and much more. The staff were welcoming and friendly, and they were also helpful when I unexpectedly needed a sewing kit. The hotel is beautiful and their morning breakfast was delicious and set in a gorgeous room with a lovely mural across the ceiling. The rooftop bar was a relaxing spot to enjoy a meal with a view. I highly recommend this hotel for a relaxing stay in Florence.

Reviewed on Jul. 21, 2025

Hotel Miceli - Civico 50

Hotel Miceli - Civico 50

3 out of 5
Historic Centre of Florence
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
8.8/10 Excellent! (185 reviews)
There was no staff on-site when we arrived, but we had been in touch with the hotel via WhatsApp all day, and they were super helpful and friendly! Entering the building was very easy, but the 3-person elevator was just a little squished. The room was as expected - the only downside was that the shower was only cold water (after running it for a few minutes) and the sink in the bathroom was only hot water! The room was warm when we entered, but we turned the air conditioning up and it was perfect by the time we arrived back for bed. All-in-all, it was a good stay overnight!

Reviewed on Jun. 22, 2025

Where to stay in Siena

Find the best Siena areas and neighborhoods for the activities you enjoy most. Learn more about Siena
Default Image

Siena City Centre

8 out of top 10 points of interest in this area

Siena City Centre is noteworthy for its historic sites, and you can make a stop at top attractions like Siena State Archives and Piazza del Campo.

Find hotels in Siena City Centre

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Siena Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is CA $197 per night from Aug 10 to Aug 11
CA $197
CA $224 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,012 reviews)
"Staff was incredible - 10 minute walk to everything. Highly recommend! Especially loved front desk crew and Robert in the restaurant."

Reviewed on Jul. 29, 2025

Hotel Athena
NH Siena

NH Siena

4 out of 5
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Aug 3 to Aug 4
CA $162
CA $186 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (997 reviews)
"We just need a mirror in the room to see your entire body please urgent . Other than these is the perfect hotel to stay in Lake Como area"

Reviewed on Jul. 21, 2025

NH Siena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Aug 3 to Aug 4
CA $134
CA $156 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (679 reviews)
"Sunset from the garden in company with a resident turtle was amazing. Breakfast buffet was good. Hotel clean. Elevator! Staff very helpful. Easily walkable location. Would stay here again!!"

Reviewed on Jul. 29, 2025

Palazzo Ravizza
See all 843 properties in 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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Discover the most popular places to visit in Siena

Fortezza Medicea

Fortezza Medicea

Looming over the city, this fortress is a symbol of when Siena’s independence ended in the 16th century. Today, it’s a public space for exercise and entertainment.

Fortezza Medicea
Fontebranda

Fontebranda

Once a center of social and economic life, this monumental 13th-century public fountain is a snapshot of the world of medieval Siena.

Fontebranda

Santa Maria della Scala

Though Santa Maria della Scala might be what brings you to town, perhaps you'll have a chance to explore more of Siena while you are here.

Santa Maria della Scala

What to do in Siena

Siena: Siena Cathedral and Piccolomini Library Entry Ticket

Siena: Siena Cathedral and Piccolomini Library Entry Ticket

CA $13
per adult
Siena: Siena Cathedral and Piccolomini Library Entry Ticket
Monteriggioni fortress

Tuscany Hiking Tour from Siena Including Wine Tasting

CA $88
per adult
Tuscany Hiking Tour from Siena Including Wine Tasting
Siena Medieval Power Quest: Self-Guided Family Feud Game

Siena Medieval Power Quest: Self-Guided Family Feud Game

CA $12
per adult
Siena Medieval Power Quest: Self-Guided Family Feud Game
See all activities in Siena

Frequently asked questions

How much does a Siena vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,645 on Expedia. But how much your vacation to Siena costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Siena?
If you're looking to book a cheap Siena vacation package, consider planning a trip in December, January and February. You'll generally find better rates on flights and accommodations during these months — ideal for a budget-friendly getaway.
How many days is enough for Siena?
With about 2 days, you'll have enough time to visit popular neighbourhoods such as Siena Historical Centre and Siena City Centre during your Siena vacation. Remember to also add Siena Stadium and Museo dell'Opera del Duomo to your must-do list. Searching for more adventures? Consider exploring outside of Siena on day trips and tours.
Is it worth booking a vacation package to Siena?
Whether you'd like to check out key attractions such as Palazzo Pubblico and Fonte Gaia on your Siena vacation, or coming for its excellent nature, views and walking trails, there's something for everyone here. With so much to do, you'll soon find out why so many families think Siena is a good vacation destination.
How to find the best Siena package deals?
Landing a cheap Siena package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Siena package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Siena vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Siena vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Siena?
Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Siena trip.
How to plan a trip to Siena?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favourite time of year and the activities available will also help you decide when to escape to Siena.
  2. Plan your budget wisely: On top of the price of your stay, you should consider other expenses. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Siena.
  3. Decide how long to go for: Now that you know more about Siena, you can work out the right length of your break. Pull together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Siena vacation package.

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