Siena Vacations from ￥69,788

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The Latest Siena Vacation Packages

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

Hotel Galileo

3 out of 5
Historic Centre of Florence
per person
Oct 6 - Oct 9
found 10 hours ago
Roundtrip non-stop flight included
Paris (CDG) to Florence (FLR)
8/10 Very Good! (681 reviews)
My stay here was fantastic. It was a short walk from many essentials—from the train station, to markets, restaurants/cafes, and (more importantly, for those on a long trip) foolproof laundromats. The staff were kind, welcoming and very helpful. The room was clean and always well-kept. I would for sure stay here again the next time I’m in town! Highly recommend.

Reviewed on Aug 15, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
Oct 6 - Oct 9
found 12 hours ago
Roundtrip flight included
Paris (CDG) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on Jul 18, 2025

LHP River Club

LHP River Club

5 out of 5
Santa Croce
Save 100% on your flight
per person
Oct 6 - Oct 9
found 10 hours ago
Roundtrip non-stop flight included
Paris (CDG) to Florence (FLR)
10/10 Exceptional! (1 review)
Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
Save 100% on your flight
per person
Oct 6 - Oct 9
found 12 hours ago
Roundtrip flight included
Paris (CDG) to Florence (FLR)
10/10 Exceptional! (2 reviews)
Il Perseo

Il Perseo

3 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 6 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Paris (CDG) to Florence (FLR)
9.4/10 Exceptional! (1,003 reviews)
Great location. Very walkable to the major attractions. Very friendly staff and good breakfast. Would absolutely stay there again!

Reviewed on Aug 11, 2025

Where to stay in Siena

Find the best Siena areas and neighborhoods for the activities you enjoy most. Learn more about Siena
Palazzo Tolomei showing heritage architecture and street scenes as well as a small group of people

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

Find the Best Siena Vacation Packages

Siena Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is ￥22,482 per night from Aug 23 to Aug 24
￥22,482
￥25,592 total
Aug 23 - Aug 24
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Amazing staff and phenomenal food and views"

Reviewed on Aug 12, 2025

Hotel Athena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is ￥17,889 per night from Aug 24 to Aug 25
￥17,889
￥20,539 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (686 reviews)
Just beautiful
"The building, the views, the staff, the food, everything was just incredible. It was so quiet we felt like we were the only people there until we went for breakfast and realised there were others in the hotel. The view from the our room at the back of the hotel over the Tuscan hills will live with ..."

Reviewed on Aug 9, 2025

Palazzo Ravizza
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (983 reviews)
"Our host was incredibly helpful to our itinerary questions. The breakfast was good. The only minor points to note are the presence of mosquitoes and the shared bathroom, but these are the personal preferences"

Reviewed on Aug 2, 2025

Get rates
Hotel Italia
See all 864 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.

Discover the most popular places to visit in Siena

Palazzo Pubblico featuring a city, heritage architecture and night scenes

Palazzo Pubblico

Palazzo Pubblico is just one of the places to see in Siena, so why not enjoy the other things to explore during your travels? Discover the area's beautiful countryside, or seek out its local tours.

Palazzo Pubblico
Fortezza Medicea featuring a sunset, a city and landscape views

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

What to do in Siena

From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

Siena & San Gimignano Day Trip from Florence with Chianti Views

￥13,110
per adult
88% of travellers recommend
Siena & San Gimignano Day Trip from Florence with Chianti Views
From Siena: Chianti and Castles Tour with Wine Tastings

From Siena: Chianti and Castles Tour with Wine Tastings

￥14,740
per adult
From Siena: Chianti and Castles Tour with Wine Tastings
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

￥11,271
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
See all activities in Siena

Frequently asked questions

How much does a Siena vacation package cost?
Offering great value package deals from ￥69,788 on Expedia, you'll be pleasantly surprised at how much a vacation to Siena costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Siena?
December, January and February are the best times to look for cheap Siena vacation packages. Opting to travel in less busy periods means you can generally find lower prices on accommodations and flights.
How many days is enough for Siena?
To fully enjoy your Siena vacation, we suggest booking for 2 days. Split your time between visiting Palazzo Tolomei, Palazzo Chigi-Saracini and other must-see attractions, as well as experiencing neighborhoods like Siena Historical Center and Siena City Centre. If you've got some time to spare, include a day trip in your Siena vacation itinerary.
Is it worth booking a vacation package to Siena?
Whether you want to visit major attractions like 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 discover why so many families think Siena is a good vacation destination.
How to find the best Siena package deals?
Bagging a cheap Siena package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, add some filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Siena package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Siena vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can personalize your Siena escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Siena?
Score incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Siena getaway.
How to plan a trip to Siena?

  1. Choose when to get away: Check your calendar and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to vacation in Siena.
  2. Set a budget: Consider expenses such as flights, food and transportation when calculating how much to save for your trip to Siena. Then, choose a hotel that matches your budget, whether that's a wallet-friendly option or a swankier getaway.
  3. Decide your trip length: Think about how much time you want to spend discovering Siena. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your accommodations and airfare: After you've settled on your trip dates and duration, lock in the right Siena vacation package for you.

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