San Gimignano Packages (Flight + Hotel)
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Top hotels in San Gimignano
Poderi Arcangelo
Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
฿4,587
฿5,237 total
3 Sept - 4 Sept
includes taxes & fees
Hotel Pescille by Double Hospitality
Strada Statale 47 San Gimignano SI
฿4,530
฿5,212 total
27 Aug - 28 Aug
includes taxes & fees
9.2/10 Wonderful! (367 reviews)
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."
Reviewed on 18 Jun 2026
Hotel Casolare Le Terre Rosse
Loc. San Donato San Gimignano SI
Fully refundableReserve now, pay when you stay
฿6,451
฿7,325 total
25 Aug - 26 Aug
includes taxes & fees
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 San Gimignano attractions
Piazza Duomo
9.4/10 (295 reviews)
Medieval Piazza del Duomo showcases San Gimignano's iconic towers and historic architecture. Enjoy a morning espresso at a café while admiring the Collegiata's intricate frescoes and the imposing Torre Grossa.
San Gimignano Communal Palace
9.4/10 (150 reviews)
This 13th-century palace houses medieval masterpieces, including Lippo Memmi's celebrated 'Maestà' fresco. Climb the Torre Grossa for breathtaking views of San Gimignano's medieval skyline and Tuscan countryside.
Piazza della Cisterna
9.4/10 (327 reviews)
This medieval square showcases San Gimignano's noble past with its iconic 13th-century octagonal well. Savour Tuscan flavours at nearby cafés while admiring the ancient towers that frame this cobblestone gem.
Tenuta Torciano Winery
9.2/10 (40 reviews)
This family-run winery showcases 15 generations of Tuscan winemaking heritage through immersive tastings. Sample regional wines paired with local delicacies while overlooking San Gimignano's rolling hills.
Medieval Criminal and Torture Museum
9.0/10 (66 reviews)
This haunting museum houses authentic medieval torture devices from the 12th to 16th centuries. Explore the Iron Maiden and Heretic's Fork while reading detailed historical context about judicial practices of the past.
Vernaccia di San Gimignano Wine Museum
9.2/10 (15 reviews)
Housed in historic Rocca di Montestaffoli, this interactive museum celebrates Italy's first DOCG white wine. Sommeliers guide tastings while exhibits reveal Vernaccia's heritage against stunning Tuscan views.
Sovestro in Poggio Winery
9.2/10 (18 reviews)
This family-run Tuscan winery offers intimate tastings paired with regional cuisine amid rolling vineyards. Sample their celebrated Vernaccia and Chianti wines while soaking in panoramic countryside views.
Torre Grossa
9.8/10 (71 reviews)
Soar up 218 steps to the summit of San Gimignano's tallest tower for breathtaking 360-degree views. The medieval Torre Grossa rewards your climb with unmatched vistas of terracotta rooftops and rolling Tuscan hills.
What to do in San Gimignano
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
฿1,874
per adult
78% of travellers recommend
Frequently asked questions
How much does a San Gimignano holiday package cost?
You can snap up a holiday package to this destination on Expedia. But how much your holiday to San Gimignano costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to San Gimignano?
If you're hoping to book a cheap San Gimignano holiday package, consider visiting in December, January and February. You'll generally find better rates on hotels and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for San Gimignano?
To get the most out of your San Gimignano holiday, we recommend staying for 3 days. Divide your time between visiting Museo Civico, Museum San Gimignano 1300 and other must-see attractions, as well as experiencing neighbourhoods like San Gimignano City Centre and Bibbiano. If you've got some time to spare, include a day trip or tour in your San Gimignano holiday itinerary.
Is it worth booking a holiday package to San Gimignano?
Whether you're looking to check out major attractions such as Piazza Duomo and Collegiate Church of Santa Maria Assunta on your San Gimignano holiday, or coming for its great nature, views and walking trails, there's something for everyone here. With so many things to see and do, you'll soon learn why so many families think San Gimignano is a good holiday destination.
How to find the best San Gimignano package deals?
Bagging a cheap San Gimignano package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can customise your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly San Gimignano package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a San Gimignano holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking stays and flights separately. Better still, you can personalise your San Gimignano trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to San Gimignano?
If you've got your San Gimignano holiday dates confirmed, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to San Gimignano?
- Pick your dates: What you'd like to do in San Gimignano and your preferred season will help you decide when to get away.
- Budget wisely: On top of the price of your stay, you should factor in other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to San Gimignano.
- Decide your trip length: Consider how much time you want to spend exploring San Gimignano. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Bundle your airfare and accommodation: After you've nailed down your travel dates and duration, lock in the right San Gimignano holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
