Castel San Gimignano Holidays from £353
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Your Castel San Gimignano Holiday
With everything organised before you head off, our Castel San Gimignano holiday packages mean you can simply focus on enjoying your getaway. Whether you're staying in the neighbourhood of Montegabbro, which is great for history, or someplace else, this lively city offers a wealth of discoveries. Make your trip to Castel San Gimignano even more fulfilling by including some sightseeing. Collegiate Church of Santa Maria Assunta, Piazza Duomo and Medieval Criminal and Torture Museum are some of the top attractions worth exploring. A few quick clicks is all it takes to put together your perfect Castel San Gimignano holiday on Expedia.
Top Castel San Gimignano Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Eden Rock Resort
£613
per person
12 Oct - 16 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!
Reviewed on 18 Jul 2026
Castel San Gimignano Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Closest Airport | Peretola Airport (FLR) |
Population | 150 |
Max Temp Winter | 10ºC |
Max Temp Summer | 29ºC |
Top Sights | Tenuta Torciano Winery, Sovestro in Poggio Winery and Museo Civico |
Top hotels in Castel San Gimignano
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
£146
27 Aug - 28 Aug
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
"The hotel was close downtown Siena and parking was on site. The continental breakfast was delicious. The room was clean and bed was comfortable. The AC keep shutting off in the night, made it uncomfortable for sleep."
Reviewed on 18 Aug 2026
Castelfalfi
Loc. Castelfalfi Montaione FI
£800
29 Aug - 30 Aug
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
£342
31 Aug - 1 Sept
includes taxes & fees
9.2/10 Wonderful! (624 reviews)
"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"
Reviewed on 18 Aug 2026
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.
What to do in Castel San Gimignano
Chianti Half Day Wine Tour from Florence
£21
per adult
88% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
£42
per adult
78% of travellers recommend
Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards
£24
per adult
Frequently asked questions
How much does a Castel San Gimignano travel package cost?
Perhaps less than you might think — from a low £353, as a matter of fact! By combining hotels, flights and car rentals into a customized travel package, your getaway to Castel San Gimignano is only clicks away.
If I'm not able to travel, can I cancel my Castel San Gimignano travel package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Castel San Gimignano travel package for free within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances unexpectedly change, have a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Castel San Gimignano?
Combine your flight and hotel bookings, toss in extras such as tours, and save with a Castel San Gimignano travel package. You won't just walk away with superb discounts on your adventure — you'll have loads of choice within your reach too. When you book with Expedia, you'll have your pick of over 550 airlines and 1,000,000 hotels around the world. Your affordable holiday starts right here, right now!
Does Expedia offer Book Now, Pay Later Castel San Gimignano holidays?
We do. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in instalments. Simply select the payment plan that suits best during checkout and take away the stress of budgeting for your next trip. Make sure you bundle your flights, hotel and car hire with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:
- Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's monthly instalment plans. If paying small amounts each month works for you, choose this option during the checkout process.
- Pay in instalments holidays: If you want to pay for your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: Hitting the "book now" button is easier with this plan. Simply put down a small deposit on your escape and then get on your way.
Where should I stay in Castel San Gimignano?
Castel San Gimignano boasts a number of popular places to explore, like Castelvecchio. Spend your nights in a hotel nearby and make sightseeing hassle-free.
What are the top hotels in Castel San Gimignano?
Get your holiday off to a flying start by staying at Relais Santa Chiara Hotel. It's one of most sought-after hotels in Castel San Gimignano. Another leading option is Hotel Sovestro.
How far in advance should I book my Castel San Gimignano holiday?
It's hard to pick the best time for airfares, but we generally suggest the earlier, the better. Plenty of international flights on Expedia become available to compare up to 12 months in advance. If you're booking last minute, don't despair. Budget prices occasionally appear just weeks before departure dates.
What does an Expedia Castel San Gimignano travel package include?
It all depends on what sort of trip you want to have. Castel San Gimignano travel deals can include flights, car rentals and hotels. You can mix and match to create the bundle that fits your needs. You can also add on activities and experiences after you've booked to land even bigger discounts.
What should I know before booking a Castel San Gimignano travel package?
Find deals to match your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your escape. You'll save big bucks just by combining your bookings. Whether you're embarking on an adventure in the snow or relaxing on a sunny beach, your perfect getaway is only clicks away.
Can I choose my airline with a Castel San Gimignano Expedia travel package?
You can, and with over 550 airlines to pick from throughout the world, you have loads of choice. Look through the available options and see which airline fits your budget and needs.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
