Castel San Gimignano Holidays from £443

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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.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £904, price is now £443 per person
£443
per person
6 Oct - 10 Oct
found 22 hours ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.8/10 Good! (1,005 reviews)
The room that we used for 5 nights was filthy.and dusty. The shower was very small, barely squeeze in. The interior was outdated with only one point to recharge phones and the cupboards were broken. The door to the room required force to open and close. Location is convenient close to transport.

Reviewed on 23 Aug 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was £974, price is now £469 per person
£469
per person
6 Oct - 10 Oct
found 22 hours ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.8/10 Good! (1,005 reviews)
Our stay was lovely, very comfortable, small but good choice of breakfast. Beds were comfy and room was clean when we arrived and cleaned everyday. I would only suggest maybe for a shower curtains as when we had a shower the bathroom floor would be all wet, but easily to clean. And just a note on how to use the phone if we need to call reception but overall the hotel facilities and the staff were brilliant if i could give more then 5 stars i would.

Reviewed on 19 Aug 2025

Grand Hotel Bristol Spa Resort - by R Collection Hotels

Grand Hotel Bristol Spa Resort - by R Collection Hotels

5 out of 5
Price was £1,169, price is now £659 per person
£659
per person
24 Sept - 29 Sept
found 1 day ago
Return flight included
London (LON) to Pisa (PSA)
9/10 Wonderful! (902 reviews)
Food is amazing. First class food and staff

Reviewed on 31 Jul 2025

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £902, price is now £511 per person
£511
per person
29 Sept - 3 Oct
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
8.6/10 Excellent! (43 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on 12 Jun 2025

L'Andana

L'Andana

5 out of 5
Price was £1,806, price is now £1,027 per person
£1,027
per person
25 Sept - 30 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (79 reviews)
What an amazing place I hope to get back here next year again everybody was super nice. Property was super nice. It is quite relaxing. Great food apparently a great wine as well but I don’t drink. I highly recommend anybody to go.

Reviewed on 5 Jul 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

Top hotels in Castel San Gimignano

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is £140 per night from 28 Aug to 29 Aug
£140
28 Aug - 29 Aug
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Excellent staff who are always on standby for anything that you need."

Reviewed on 23 Aug 2025

Hotel Athena
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
The price is £49 per night from 7 Sept to 8 Sept
£49
7 Sept - 8 Sept
includes taxes & fees
8/10 Very Good! (452 reviews)
Good Value for the cost !
"The hotel was good value for the price. The room was clean. The hotel is in a good, safe area. The A/C was able to keep up with the 98F temps outside. Check in was easy. The breakfast was very good. Parking is a little tricky but not to bad. The only issues we had with our room was the safe wouldnt ..."

Reviewed on 7 Jul 2025

Hotel Ristorante Alcide
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is £103 per night from 26 Aug to 27 Aug
£103
26 Aug - 27 Aug
includes taxes & fees
9.2/10 Wonderful! (689 reviews)
Just beautiful
"The building, the views, the staff, the food, everything was just incredible. It was so quiet we felt like we were the only people there until we went for breakfast and realised there were others in the hotel. The view from the our room at the back of the hotel over the Tuscan hills will live with ..."

Reviewed on 9 Aug 2025

Palazzo Ravizza
See all 6,690 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.
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Popular places to visit

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

Piazza della Cisterna

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

What to do in Castel San Gimignano

Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

£103
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Private Wine & Oil Tasting with Lunch

Private Wine & Oil Tasting with Lunch

£54
per adult
Private Wine & Oil Tasting with Lunch
San Gimignano, Chianti & Montalcino small group from Siena

San Gimignano, Chianti & Montalcino small group from Siena

£121
per adult
100% of travellers recommend
San Gimignano, Chianti & Montalcino small group from Siena
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 £443, 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.