Siena Vacations from ￥288,600

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The Latest Siena Vacation Packages

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

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.6/10 Excellent! (464 reviews)
Nice hotel, very clean, a little far from main attractions, but in general I really like it

Reviewed on Jul 14, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
A wonderful hotel in an excellent location, right in the historic heart of Florence. The rooftop bar is stunning, and the staff were friendly and helpful.

Reviewed on Jul 12, 2025

Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
10/10 Exceptional! (1 review)
Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.4/10 Exceptional! (228 reviews)
Great service esp Fillippo and Daniel at the breakfast service

Reviewed on Jul 6, 2025

The St. Regis Florence

The St. Regis Florence

5 out of 5
Historic Centre of Florence
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (259 reviews)
Nice property in a great location.

Reviewed on Jun 29, 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 ￥19,592 per night from Jul 16 to Jul 17
￥19,592
￥22,414 total
Jul 16 - Jul 17
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"We had a good time, only issue was isolation, last night we had trouble sleeping because of our noisy neighbor"

Reviewed on Jul 12, 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 ￥16,449 per night from Jul 27 to Jul 28
￥16,449
￥18,957 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (997 reviews)
Very nice hotel
"Very nice and clean hotel. Just outside the ztl, close to historic city centre area."

Reviewed on Jul 10, 2025

NH Siena
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! (986 reviews)
"We loved Hotel Italia. It was close to a 1 kilometer walk to the real busy part of the city, but we preferred being in a much quieter part of town closer to the train station and enjoy the walking. Escalators to the train station were only a couple hundred meters away. Breakfast was great, with many ..."

Reviewed on Jul 9, 2025

Get rates
Hotel Italia
See all 837 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

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

￥12,814
per adult
90% of travellers recommend
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting
From Siena: Chianti and Castles Tour with Wine Tastings

From Siena: Chianti and Castles Tour with Wine Tastings

￥14,407
per adult
From Siena: Chianti and Castles Tour with Wine Tastings
Siena: Horseback Adventure in the Tuscan Countryside

Siena: Horseback Adventure in the Tuscan Countryside

￥11,865
per adult
Siena: Horseback Adventure in the Tuscan Countryside
See all activities in Siena

Frequently asked questions

How much does a Siena vacation package cost?
Offering great value package deals from ￥288,600 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.