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.
Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
CA $1,276
per person
Dec 1 - Dec 5
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
Very noisy rooms at back of hotel

Reviewed on Sep 10, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
CA $1,665
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
The Moon Hotel exceeded my expectations and is highly recommended. The restaurant services and breakfast offerings were excellent Management and particularly Ivan was absolutely outstanding.

Reviewed on Sep 9, 2026

Hotel Villa Liana

Hotel Villa Liana

Historic Centre of Florence
CA $1,744
per person
Oct 13 - Oct 19
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.8/10 Excellent! (362 reviews)
Exactly what we needed. Close to Campo Di Marte train station and has 24 hour check in/reception. We got in late on our train and they were super helpful in directing us to a restaurant that was still open. The space is very clean and historic in feel. Free breakfast every morning was great and a lot of food options that were delicious. No complaints at all. Just be aware that this is not located very close to the more touristy parts of Florence down by Ponte de Vecchio/Uffizi.

Reviewed on Sep 11, 2026

Villa Costanza Boutique Hotel

Villa Costanza Boutique Hotel

Vittoria Apuana
CA $1,480
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (6 reviews)
Beautiful chic hotel. I chose the deluxe room with terrace. The terrace spanned the entire face of the building and was styled as a living room ~ wonderful. The perfect space for my German Shepard. Breakfast was to point with delicious cheeses, grain bread and eggs made to order. Staff was gracious and helpful. The only downside is all of the outdoor windows are lined with bright LED lighting. I like to sleep with windows ajar so this was very inconvenient; lights shone directly into the bedroom.

Reviewed on Apr 29, 2026

L'Andana

L'Andana

CA $2,156
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (94 reviews)
Excellent place

Reviewed on Sep 9, 2026

Where to stay in Siena

Find the best Siena areas and neighborhoods for the activities you enjoy most. Learn more about Siena
A historic square with a prominent Gothic-style tower, surrounded by traditional buildings with arched windows and stone facades.

Siena City Centre

6 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 Piazza del Campo and Torre del Mangia.

A bustling square with historic buildings and a prominent tower.

Siena Historical Center

1 out of top 10 points of interest in this area

Unique features of Siena Historical Center include the historic sites and cafes. Make a stop by Piazza del Campo or Torre del Mangia while you're exploring the area.

A historic square with a prominent clock tower and surrounding buildings.

Ravacciano

Though Ravacciano might not have many top sights, you can venture to the surrounding area to see attractions like Banca Monte dei Paschi di Siena and Piazza del Campo.

A historic square with cobblestone pavement, a fountain, and classical architecture.

San Prospero

If you're looking for some top things to see and do in San Prospero and surrounding area, you can visit Fortezza Medicea and Banca Monte dei Paschi di Siena.

A historic brick archway with a circular emblem and a plaque.

Camollia

Camollia might not have many top sights, but Fortezza Medicea and Banca Monte dei Paschi di Siena are two attractions nearby that you can check out.

Things to do in and around Siena

Siena, a cultural gem in Tuscany, offers a delightful blend of outdoor activities and romantic experiences. Enjoy rejuvenating spa treatments and engaging educational tours as you explore the city's rich heritage. Consider booking Siena package tours or the best Siena tours for a comprehensive experience, and don't miss out on excursions to Venice for a broader Italian adventure. Whether you're seeking relaxation or exploration, Siena has something for every type of traveller.

Shopping

In Siena, visit Enoteca Italiana for exquisite Italian wines and local products. If you're up for a drive, The Mall Luxury Outlet, 43.5km away, offers luxury brands in a vibrant setting. Ra-Ma snc, located 25.7km from Siena, is great for unique gifts and souvenirs.

Recreation

Siena Stadium offers an energetic atmosphere for sports enthusiasts, perfect for catching a local match. For a cultural experience, Teatro dei Rinnovati provides romantic performances and engaging entertainment. Stadio Artemio Franchi is another great spot for sports fans, showcasing the vibrant athletic spirit of Siena.

Adventure

Experience the thrill of racing at Siena Circuit, a karting venue located 11.3km from the city. Cool off at Acquacalda Swimming Pool, perfect for a refreshing swim. For hiking enthusiasts, the scenic Sentierelsa Trail, 19.3km away, offers stunning outdoor views and adventure vibes.

Nightlife

In Siena, immerse yourself in the nightlife at Il Fiaschetto, a charming drinking pub located 41.8km away. Enjoy a lively atmosphere filled with entertainment and romantic vibes, perfect for unwinding after a day of exploring the beautiful Tuscan landscape.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Siena

Discover the charm of Siena, Tuscany, ideal for cultural, outdoor, and romantic getaways. Explore its renowned attractions, including the stunning Siena Cathedral, historic palaces, and vibrant piazzas. This rich destination offers a perfect blend of cultural experiences and family-friendly activities. Consider joining package tours of Italy to fully immerse yourself in this beautiful region's history and scenery. Don't miss out on the enchanting local sites that make Siena a must-visit in Italy.

  • Monteriggioni Castle: A picturesque medieval fortress located 11.3km from Siena, Monteriggioni Castle offers a unique glimpse into history with its well-preserved walls and stunning views of the Tuscan countryside. Stroll along the ramparts and immerse yourself in the rich cultural heritage of this charming village.
  • Fortezza Medicea: Nestled within Siena, Fortezza Medicea is a striking historic fortification that showcases Renaissance architecture. Explore its expansive grounds, enjoy local events, and take in the vibrant atmosphere while learning about Siena’s storied past.
  • Fontebranda: This beautiful monument in Siena is famous for its ancient fountain, which has served as a vital water source for centuries. Admire its intricate design and soak in the cultural essence of the city as you relax nearby.

Best time to go to Siena

The best time to visit Siena is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnyAverageSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageSlightly Low
April54.0°F (12.2°C)Light RainMostly SunnySlightly HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June69.8°F (21.0°C)Light RainSunnyAverageSlightly High
July75.9°F (24.4°C)No RainSunnySlightly HighSlightly High
August75.6°F (24.2°C)No RainSunnyAverageSlightly High
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighAverage
October58.5°F (14.7°C)Light RainMostly SunnySlightly LowAverage
November50.0°F (10.0°C)Light RainMostly SunnySlightly LowAverage
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Tips to save on your trip to Siena

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Siena.
  • Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Siena.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Ready to book your vacation to Siena?

Choose your dates

Siena Hotel Deals

Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
CA $388
CA $435 total
Sep 30 - Oct 1
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing ..."

Reviewed on Sep 11, 2026

Hotel Athena
NH Siena

NH Siena

Piazza La Lizza 1 Siena SI
Fully refundableReserve now, pay when you stay
CA $216
CA $246 total
Oct 13 - Oct 14
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
"Superior room not great, Very small with leaking shower and other issues. Upgraded to suite on 5th floor which was excellent. Very spacious, huge bathroom with bath and walk in shower. Great views and comfortable bed."

Reviewed on Sep 10, 2026

NH Siena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
CA $742
CA $832 total
Oct 12 - Oct 13
includes taxes & fees
9.2/10 Wonderful! (627 reviews)
"All the staff in the hotel were very helpful and we would like to stay there again."

Reviewed on Sep 8, 2026

Grand Hotel Continental Siena – Starhotels Collezione
See all 918 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.

Stay near popular 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 take a trip to Piazza del Campo. Discover the area's beautiful countryside, or seek out its local tours.
See properties
A grand cathedral with intricate Gothic architecture, a prominent bell tower, and a bustling square with people.

Siena Cathedral

9.6/10 (1,693 reviews)
Siena Cathedral is just one of the places to see in Siena, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside while you're in the area.
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A historic building with a statue in front.

Banca Monte dei Paschi di Siena

8.6/10 (116 reviews)
You can learn about the history of Siena when you stop by Banca Monte dei Paschi di Siena. Discover the beautiful countryside while you're in the area.
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A historic building with a tall tower and arched windows.

Palazzo Pubblico

9.4/10 (583 reviews)
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.
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A historic cityscape with prominent architecture, including a bell tower and a cathedral.

Fortezza Medicea

9.0/10 (335 reviews)
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.
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An ancient brick archway with a clock and a dome structure on top.

Porta Camollia

8.8/10 (99 reviews)
After visiting Porta Camollia, make a plan to see the other sights and activities in Siena. Discover the area's beautiful countryside and wineries.
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A historic square with a prominent tower and a large open space with people walking.

Torre del Mangia

9.4/10 (121 reviews)
You can learn about the history of Siena when you stop by Torre del Mangia. Discover the area's beautiful countryside, or seek out its local tours.
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University for Foreigners of Siena

7.8/10 (8 reviews)
Explore the campus of University for Foreigners of Siena, during your travels in Siena. Discover the area's beautiful countryside and wineries.
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What to do in Siena

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

CA $36
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

CA $115
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
From Siena: Chianti and Castles Tour with Wine Tastings

From Siena: Chianti and Castles Tour with Wine Tastings

CA $137
per adult
88% of travellers recommend
From Siena: Chianti and Castles Tour with Wine Tastings
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 $1,276 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.

Explore a world of travel with Expedia

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