Castel San Gimignano Holidays from £318

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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.

The Latest Castel San Gimignano Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Giovanni Rooms Manarola

Giovanni Rooms Manarola

1 out of 5
per person
6 Sept - 10 Sept
found 13 hours ago
Return flight included
London (LON) to Pisa (PSA)
8.2/10 Very Good! (85 reviews)
This property is in the centre of Manarola. A lovely, well-looked-after place. If you want to experience waking up in this amazing part of the world, we recommend this location.

Reviewed on 26 Apr 2025

Cappuccina Country Resort

Cappuccina Country Resort

4 out of 5
per person
4 Sept - 11 Sept
found 19 hours ago
Return flight included
London (LGW) to Florence (FLR)
8.4/10 Very Good! (69 reviews)
We absolutely loved our stay. I wish we got to stay longer. The hotel and the town are so lovely and peaceful. I could have easily stayed there for three days. The staff was so kind. The room was comfortable and very luxurious. Breakfast was yummy.

Reviewed on 28 May 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
22 Sept - 26 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
We really enjoyed our stay.

Reviewed on 28 Jun 2025

Hotel Bencista

Hotel Bencista

3 out of 5
Save 100% on your flight
per person
21 Aug - 25 Aug
found 12 hours ago
Return flight included
London (LON) to Florence (FLR)
7.2/10 Good! (11 reviews)
Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
22 Sept - 26 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Fantastic people and best view in Florence at night. Breakfast the best in Florence. Would go back in a heart beat

Reviewed on 25 Jun 2025

EXE Toscana

EXE Toscana

4 out of 5
Lucca Historical Center
Save 100% on your flight
per person
12 Sept - 19 Sept
found 15 hours ago
Return flight included
London (LON) to Florence (FLR)
8.4/10 Very Good! (786 reviews)
Personale professionale e gentilissimo.

Reviewed on 27 Jan 2025

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

Our pick of the best Castel San Gimignano Hotel Deals

Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Stay at this 4-star business-friendly hotel in Siena. Enjoy free Wi-Fi, free parking and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,002 reviews)
"From the moment we arrived for our two night stay Matteo and Tomasso were kind helpful and informative - We wanted a bigger room and were immediately accommodated - room was clean and comfortable and the hotel was in walking distance to all activities"

Reviewed on 21 Jun 2025

Hotel Athena
Hotel Italia
Hotel Italia
3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free Wi-Fi and room service. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (989 reviews)
"Camas, area y staff muy buenos."

Reviewed on 22 Jun 2025

Hotel Italia
Palazzo Ravizza
Palazzo Ravizza
4 out of 5
Pian dei Mantellini 34, Siena, SI
Stay at this 4-star hotel in Siena. Enjoy free Wi-Fi, room service and parking (surcharge). Our guests praise the breakfast and the helpful staff in their reviews. ...
9.2/10 Wonderful! (653 reviews)
"increíble lugar!"

Reviewed on 28 Jun 2025

Palazzo Ravizza
See all 6,686 properties in Castel San Gimignano
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Castel San Gimignano travel package cost?
Perhaps less than you might think --- from a low £318, 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.

Discover the most popular places to visit in Castel San Gimignano

Piazza della Cisterna which includes a city, street scenes and a square or plaza

Piazza della Cisterna

4.5/5(16 reviews)

Admire the palaces and towers that frame this beautiful square, which was once a medieval marketplace. Today, it’s a venue for cultural events.

Piazza della Cisterna
Piazza delle Erbe featuring heritage architecture

Piazza delle Erbe

Watch the world go by and admire San Gimignano’s medieval architecture from the comfort of a café terrace at this central square.

Piazza delle Erbe

Tenuta Torciano Winery

You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this relaxing area.

Tenuta Torciano Winery

Unmissable things to do in Castel San Gimignano

Tuscany Experience In Pisa, Siena, San Gimignano & Chianti

Tuscany Experience In Pisa, Siena, San Gimignano & Chianti

£56
per adult
92% of travellers recommend
Tuscany Experience In Pisa, Siena, San Gimignano & Chianti
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

£102
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Truffle recipes

Truffle Hunting in Tuscany

£325
per adult
100% of travellers recommend
Truffle Hunting in Tuscany
See all activities in Castel San Gimignano

* 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.