
Castel San Gimignano Holidays
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Castel San Gimignano Holiday
Our pick of the best Castel San Gimignano Hotel Deals

La Certosa di Pontignano
loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
NZ$210
8 Sept - 9 Sept
includes taxes & fees
9.4/10 Exceptional! (557 reviews)
"Great property with unique setting being an old monastery. We thought we had booked a room with A/C but there wasn’t. They moved us to a room with A/C at no additional cost."
Reviewed on 4 Aug 2026

Castelfalfi
Loc. Castelfalfi Montaione FI
NZ$1,930
17 Sept - 18 Sept
includes taxes & fees

Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
NZ$423
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Le personnel est très serviable que ça soit pour le stationnement au restaurant ou à la réception un service impeccable. La terrasse a une belle vue panoramique et un menu à se lécher les doigts."
Reviewed on 30 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
NZ$48
per adult
88% of travellers recommend

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
NZ$96
per adult
78% of travellers recommend

Florence Day Trip: Medieval Villages & Cooking Class
NZ$274
per adult
86% of travellers recommend
Frequently asked questions
How much does a Castel San Gimignano holiday package cost?
You'll find cheap prices 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?
- 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.
- 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.
- 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.
- 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.
Explore a world of travel with Expedia
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- San Gimignano City Centre Hotels
- Casole d'Elsa Hotels
- Tavarnelle Val di Pesa Hotels
- Hotels near Monteriggioni Castle
- Colle di Val d'Elsa Hotels
- Montaione Hotels
- Radicondoli Hotels
- Castelfalfi Hotels
- Certaldo Hotels
- Castellina Scalo Hotels
- Hotels near Tenuta Torciano Winery
- Larderello Hotels
- Castel San Gimignano Hotels
- San Cipriano Hotels
- Belforte Hotels
- Certaldo Alto Hotels
- Pancole Hotels
- Pomarance Hotels
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- Sentierelsa Trail
- City Hall Castellina In Chianti
- Castellina in Chianti Holidays
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- Roman Theatre
- Piazza Arnolfo di Cambio
- Palazzo Incontri Viti
- Visit Larderello
- Visit Mazzolla
- Visit Casole d'Elsa
- Visit Pastine
- Visit Barberino Val d'Elsa
- Visit Poggibonsi
- Visit Strove
- Visit Mensanello
- Visit Luia
- Visit Castel San Gimignano
- Visit San Gimignano
- Visit Montegabbro
- Visit Sensano
- Visit Radicondoli
- Visit Gambassi Terme
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
