Siena Vacations from $1,105

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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.

The Latest Siena vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
$1,105
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
Aurum Firenze

Aurum Firenze

Historic Centre of Florence
$1,374
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.4/10 Good! (1,011 reviews)
Chambre plus étroite, mais propre. Staff sympa. Notre douche coulait dans la salle de bain et le jet traversait le haut de la porte. Nous n’avons pas aimé le petit buffet déjeuner, manque de fraîcheur (pain/croissant). Cependant, une belle vue pour le petit déjeuner.

Reviewed on Aug 7, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

$2,498
per person
Sep 16 - Sep 19
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (155 reviews)
The place it’s an Amazing. Very clean. Is more beautiful than the pictures.

Reviewed on Aug 2, 2026

Il Leccio Luxury Resort

Il Leccio Luxury Resort

Save 100% on your flight
$3,495
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Pisa (PSA)
8.8/10 Excellent! (12 reviews)
Great location, rooms, pool and food

Reviewed on Aug 31, 2025

Aurum Uffizi

Aurum Uffizi

Historic Centre of Florence
$1,188
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
7.6/10 Good! (1,004 reviews)
The room was clean and air conditioning worked well for the size of room. However, the room was a little small for a family of four. The location was one of the best aspects of the hotel: it was right in the historic centre and near all the attractions. Staff were also very helpful, promptly responding to our requests.

Reviewed on Aug 2, 2026

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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

7 out of top 10 points of interest in this area

Surrounded by photogenic Tuscan hill vineyards and villas, this enchanting medieval center features ancient ramparts, gourmet restaurants and artistic masterpieces.

A bustling square with historic buildings and a prominent tower.

Siena Historical Center

1 out of top 10 points of interest in this area

One of Europe’s best-preserved medieval centers is filled with references to Siena’s long and interesting artistic, intellectual and political history.

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 Fontebranda.

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 Siena State Archives.

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

Camollia

Camollia might not have many top sights, but Fortezza Medicea and Fontebranda are two attractions nearby that you can check out.

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)
Siena's shell-shaped Piazza del Campo pulses with medieval charm and hosts the thrilling Palio horse race twice yearly. Sip espresso at a café while admiring the soaring Torre del Mangia tower and Gothic architecture.
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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's Gothic façade and black-and-white marble interior display masterpieces by Michelangelo and Donatello. Visit June-October to see the extraordinary inlaid marble floor fully uncovered.
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A historic building with a statue in front.

Banca Monte dei Paschi di Siena

8.6/10 (116 reviews)
Founded in 1472, Monte dei Paschi di Siena is the world's oldest operating bank in the Gothic Palazzo Salimbeni. Visit during Palio festivals when the bank displays its Sienese art treasures.
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A historic cityscape with prominent architecture, including a bell tower and a cathedral.

Fortezza Medicea

9.0/10 (335 reviews)
This imposing 16th-century fortress built for Cosimo I de' Medici offers panoramic views across Siena's terracotta rooftops. Visit the Enoteca Italiana to sample Tuscany's finest wines.
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A historic building with a tall tower and arched windows.

Palazzo Pubblico

9.4/10 (583 reviews)
This 13th-century Gothic masterpiece houses the Civic Museum with Lorenzetti's famed frescoes of good and bad government. Climb the Torre del Mangia for spectacular views across Siena's terracotta rooftops.
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A church interior with ornate frescoes, a central altar, and a wooden pews arrangement.

Civic Museum

9.2/10 (167 reviews)
Follow the unusual history of Siena’s Government of Nine through a series of unique medieval frescoes, supplemented by art and artifacts from the city’s past.
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Siena State Archives

8.0/10 (28 reviews)
Housed in Renaissance-era Palazzo Piccolomini, the State Archives of Siena preserve documents from the 8th century. Marvel at the "Tavolette di Biccherna" – painted medieval account book covers of Siena's artistic heritage.
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University for Foreigners of Siena

7.8/10 (8 reviews)
This renowned institution teaches Italian language and culture to international students. Experience academic immersion while enjoying its convenient location near Siena's medieval center and railway station.
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What to do in Siena

Siena: Cathedral Complex Pass with Audio Guide

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

$21
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$59
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

$158
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
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Siena Hotel Deals

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
$325 nightly
$369 total
Aug 26 - Aug 27
Total with taxes and fees
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$162 nightly
$184 total
Aug 24 - Aug 25
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
"Wonderful hotel in great location just a short walk from the centre but quiet and peaceful in the evening. Fabulous helpful staff. Breakfast always fresh and lots of choice. We used the terrace restaurant once and it was fabulous - what amazing views! Highly recommended for a short or longer ..."

Reviewed on Aug 6, 2026

Hotel Athena
 Palazzo Ravizza

Palazzo Ravizza

Pian dei Mantellini 34 Siena SI
Fully refundableReserve now, pay when you stay
$160 nightly
$182 total
Aug 12 - Aug 13
Total with taxes and fees
9.4/10 Exceptional! (841 reviews)
"Two things that really made our stay at the Palazzo Ravizza exceptional were the charming terrace with a view of the Tuscan countryside, and the included continental breakfast offered in the morning, including plenty of drip coffee! ☕️ Our room was also undeniably European, with a painted ceiling ..."

Reviewed on Aug 7, 2026

Palazzo Ravizza
See all 899 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.

Find the Best Siena Vacation Packages

Things to do in and around Siena

Siena offers a rich blend of cultural, outdoor, and romantic experiences perfect for tourists. You can explore the charming streets, indulge in wine tastings, and enjoy luxurious spa treatments. Consider booking Siena vacation packages or guided tours to enhance your visit. Don't miss out on wine tour packages to savor the region's famous wines while immersing yourself in the local culture.

Shopping

Siena offers charming local shops for unique gifts and souvenirs. If you're up for a drive, The Mall Luxury Outlet, 27 miles away, and Fashion Groove, 26 miles away, provide a variety of brands and family-friendly vibes. RI Crea RE, located 24 miles from Siena, is also worth a visit.

Recreation

Experience the thrill of local sports at Siena Stadium and Stadio Artemio Franchi, both offering vibrant atmospheres. For a cultural escape, enjoy a romantic show at Teatro dei Rinnovati, where entertainment meets family-friendly vibes in a stunning setting.

Adventure

Experience the thrill of karting at Siena Circuit, located 7 miles from the city, perfect for adrenaline junkies. Hike the scenic Sentierelsa Trail, 12 miles away, to immerse yourself in nature. For an exhilarating zipline adventure, visit Saltalbero Adventure Park, situated 13 miles from Siena.

Nightlife

Siena's nightlife is charming and vibrant. Visit Il Fiaschetto, a cozy drinking pub located 26 miles from the heart of Siena, where you can enjoy romantic vibes and lively entertainment. Sip on local wines and mingle with friendly locals for an unforgettable evening.

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

Find the best attractions in Siena

Siena, Tuscany, is a charming destination perfect for culture lovers, outdoor enthusiasts, and romantic getaways. Visitors can explore historic churches, grand palaces, and lively piazzas. Key attractions include the stunning Siena Cathedral, the local province, and the Siena Stadium. With its rich cultural experiences and family-friendly activities, Siena promises an unforgettable vacation for travelers seeking to immerse themselves in Italy's enchanting history and beauty.

  • Piazza del Campo: This iconic square is the heart of Siena, renowned for its unique shell shape and vibrant atmosphere. Surrounded by medieval buildings, it's a perfect spot to soak in local culture, enjoy a coffee, or witness the thrilling Palio horse race held twice a year.
  • Siena Cathedral: A masterpiece of Gothic architecture, Siena Cathedral boasts stunning frescoes and intricate marble floors. Its striking façade and the breathtaking Piccolomini Library make it a must-see for art and history enthusiasts alike.
  • Banca Monte dei Paschi di Siena: Established in 1472, this historic bank is the world's oldest surviving bank. Its elegant architecture and rich history reflect Siena's financial importance, offering a glimpse into the city’s economic past.

Best time to go to Siena

The best time to visit Siena can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Siena falls in July, when visitor numbers are slightly high and weather is sunny with no rain. The coolest average temperature in Siena falls in January, 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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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.

Siena Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
42,900
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Siena Cathedral, Monteriggioni Castle and Castle of Brolio

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Frequently asked questions

How much does a Siena vacation package cost?
Offering great value package deals from $1,105 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?
If you're looking to book a cheap Siena vacation package, consider planning a trip in November, December and January. You're likely to find lower rates on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Siena?
With around 2 days, you'll have enough time to experience popular neighborhoods such as Siena Historical Center and Siena City Centre during your Siena vacation. Be sure to also add Civic Museum and Museo dell'Opera del Duomo to your sightseeing itinerary. Looking 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 explore key attractions such as Siena Cathedral and Torre del Mangia on your Siena vacation, or coming for its excellent history, culture and family-friendly attractions, there's something for everyone here. With so much to do, you'll soon discover why so many people 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 your travel dates: What you'd like to do in Siena and your favorite season will help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and food to experiences and flights. Your hotel will likely be the biggest expense during your trip to Siena.
  3. Explore Siena with our trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Siena. You can also save your favorite places, collaborate with friends and family and manage all your plans in one place.
  4. Decide how long to go for: Now that you're up to speed on Siena, you can work out the perfect length of your vacation. Create a rough plan and give yourself enough time to cover everything you want to do.
  5. Combine your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the perfect Siena vacation package for you.
  6. Book experiences or activities in advance: Whether it's a ticket to a major attraction or a day trip, you won't have to worry about missing out on Siena's highlights. Find all the exciting things to do in Siena with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Siena vacation packages?
Jet off on your ideal getaway to Siena with our Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snap up cheap deals before they sell out.

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.