Castel San Gimignano Holidays from AU$3,576

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Your Castel San Gimignano Holiday

Planning your next exciting escape is a breeze with a Castel San Gimignano holiday package. The neighbourhood of Montegabbro, which is good for history, makes a good launchpad to uncover the treasures of this lively city. Any trip to Castel San Gimignano needs a well-planned itinerary. Fill yours with attractions like Collegiate Church of Santa Maria Assunta, Medieval Criminal and Torture Museum and Piazza Duomo. Don't delay exploring this city any longer. Your perfect Castel San Gimignano holiday is a few clicks away with Expedia.

The Latest Castel San Gimignano Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Sense Experience Resort

The Sense Experience Resort

5 out of 5
per person
2 Oct - 8 Oct
found 24 hours ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.2/10 Wonderful! (186 reviews)
Great rooms and great beach

Reviewed on 3 Aug. 2025

Grand Hotel Bristol Spa Resort - by R Collection Hotels

Grand Hotel Bristol Spa Resort - by R Collection Hotels

5 out of 5
per person
2 Oct - 8 Oct
found 24 hours ago
Return flight included
Sydney (SYD) to Pisa (PSA)
9/10 Wonderful! (900 reviews)
Food is amazing. First class food and staff

Reviewed on 31 Jul. 2025

Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
per person
2 Oct - 8 Oct
found 24 hours ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.4/10 Exceptional! (569 reviews)
Everything about the property was wonderful from the cleanliness to the staff's helpfulness. The only thing that could be improved is the gym area, it only contains a treadmill, ab machine, and three sets of dumbbells that range in weight from 3-10lbs.

Reviewed on 10 Aug. 2025

The FRAME Hotel

The FRAME Hotel

4 out of 5
Historic Centre of Florence
per person
2 Oct - 8 Oct
found 24 hours ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.6/10 Exceptional! (549 reviews)
Best Hotel, great customer service, super clean and amazing location!

Reviewed on 9 Aug. 2025

Helvetia & Bristol Firenze – Starhotels Collezione

Helvetia & Bristol Firenze – Starhotels Collezione

5 out of 5
Historic Centre of Florence
per person
2 Oct - 8 Oct
found 24 hours ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.2/10 Wonderful! (515 reviews)
Our Family of fove absolutely loves the property. The staf were genuinely the kindest and most helpful and the hotel was beautiful - we loved our adjoining suite / room for the kids - just perfect! And could not be a better location.

Reviewed on 6 Aug. 2025

Castel San Gimignano Holiday

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
Fully refundable
The price is AU$265 per night from 23 Aug to 24 Aug
AU$265
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
"Beautiful location overlooking the hills of Tuscany! Right from Martina checking us in, and the beautiful room with views, everything was amazing! Very clean rooms and comfortable bed. Very nice bathroom and all the amenities. We enjoyed the breakfast each morning, nice selection of food to choose ..."

Reviewed on 3 Aug. 2025

Hotel Athena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 12 Aug to 13 Aug
AU$194
12 Aug - 13 Aug
includes taxes & fees
9.2/10 Wonderful! (684 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
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

4 out of 5
Via Roma 191, Barberino Tavarnelle, FI
Fully refundableReserve now, pay when you stay
The price is AU$274 per night from 18 Aug to 19 Aug
AU$274
18 Aug - 19 Aug
includes taxes & fees
9.4/10 Exceptional! (442 reviews)
"Nice quiet place"

Reviewed on 10 Aug. 2025

Hotel Borgo di Cortefreda Relais
See all 6,720 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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Discover the most popular places to visit in Castel San Gimignano

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

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

What to do in Castel San Gimignano

Students and family friendly tours

Tuscany Vespa Tour from Florence with Wine Tasting

AU$355
per adult
100% of travellers recommend
Tuscany Vespa Tour from Florence with Wine Tasting
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

AU$213
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
San Gimignano: Chianti wine tasting and lunch

San Gimignano: Chianti wine tasting and lunch

AU$125
per adult
San Gimignano: Chianti wine tasting and lunch
See all activities in Castel San Gimignano

Frequently asked questions

How much does a Castel San Gimignano holiday package cost?
You'll find cheap prices from AU$3,576 on Expedia for your Castel San Gimignano getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your holiday to Castel San Gimignano costs.
What are the cheapest months to go to Castel San Gimignano?
The off-season is the best time to visit Castel San Gimignano if you're on a budget. Another tip for scoring cheap Castel San Gimignano holiday packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Castel San Gimignano?
The ideal duration for your Castel San Gimignano holiday depends on what you'd like to see and do. Generally, a few days to a week will give you enough time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best Castel San Gimignano package deals?
Finding a cheap Castel San Gimignano package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Castel San Gimignano package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Castel San Gimignano holiday as a package?
You can enjoy significant savings on your next Castel San Gimignano break by booking a customised holiday package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Castel San Gimignano?
If you're planning a spur-of-the-moment Castel San Gimignano adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Castel San Gimignano?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred season and the activities available will also help you decide when to visit Castel San Gimignano.
  2. Set your budget: Consider costs like flights, transportation and food when working out how much to put aside for your trip to Castel San Gimignano. Then, select a hotel that works with your budget, whether that's a low-cost stay or a lavish getaway.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you want to experience in Castel San Gimignano. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, lock in the perfect Castel 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.