Castel San Gimignano Holidays from £346

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

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.
Park Hotel Villa Ariston

Park Hotel Villa Ariston

4 out of 5
Save 100% on your flight
Price was £589, price is now £346 per person
£346
per person
14 Sept - 18 Sept
found 19 hours ago
Return flight included
Manchester (MAN) to Florence (FLR)
8.8/10 Excellent! (133 reviews)
Recommend - traditional family run hotel

Reviewed on 8 Jul 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was £1,282, price is now £512 per person
£512
per person
3 Sept - 9 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Clean, conveniently located hotel with friendly, helpful staff.

Reviewed on 5 Jul 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £1,279, price is now £607 per person
£607
per person
17 Aug - 24 Aug
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean

Reviewed on 10 Jul 2026

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was £1,883, price is now £1,102 per person
£1,102
per person
28 Sept - 1 Oct
found 18 hours ago
Return flight included
London (LGW) to Florence (FLR)
9.8/10 Exceptional! (476 reviews)
Worst service and the place dose not worth the price you are paying , please do your research before booking it, if not you will regret

Reviewed on 23 Jun 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £1,153, price is now £709 per person
£709
per person
3 Sept - 9 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
8.6/10 Excellent! (491 reviews)
Very good location. Clean hotel. Our ac was broken but they handled us a new room inmediately. The hotel is confortable and size of the rooms are decent. Bigger than average in the area.

Reviewed on 26 Jun 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

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is £410 per night from 15 Jul to 16 Jul
£410
15 Jul - 16 Jul
includes taxes & fees
9.4/10 Exceptional! (211 reviews)
"Absolutely wonderful stay. The onsite restaurant was amazing and the staff was very attentive and helpful. There are nice wineries and restaurants nearby too and the concierge made very helpful recommendations and reservations for us. Use the hotel name (and not just the address) since the Apple ..."

Reviewed on 8 Jul 2026

Borgo Scopeto Wine & Country Relais
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is £136 per night from 8 Aug to 9 Aug
£136
8 Aug - 9 Aug
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Beautiful rooms, we had one with the terrace and a view. Very quiet. Gorgeous rooftop restaurant, easy parking. 10 min walk to the square."

Reviewed on 9 Jul 2026

Hotel Athena
Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32 Siena SI
Fully refundableReserve now, pay when you stay
The price is £71 per night from 26 Jul to 27 Jul
£71
26 Jul - 27 Jul
includes taxes & fees
8.4/10 Very good! (543 reviews)
"Nice clean hotel. Breakfast ok. Good parking"

Reviewed on 6 Jul 2026

Hotel Executive
See all 6,459 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

What to do in Castel San Gimignano

Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

£42
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

£21
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Private Wine and Extra Virgin Olive Oil Tasting

Private Wine and Extra Virgin Olive Oil Tasting

£36
per adult
Private Wine and Extra Virgin Olive Oil Tasting
See all activities in Castel San Gimignano

Frequently asked questions

How much does a Castel San Gimignano travel package cost?
Perhaps less than you might think — from a low £346, 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.

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. Flight-inclusive packages are ATOL protected.