Castel San Gimignano Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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Top hotels in Castel San Gimignano

Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is S$195 per night from 16 Jul to 17 Jul
S$195
16 Jul - 17 Jul
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"We had a good time, only issue was isolation, last night we had trouble sleeping because of our noisy neighbor"

Reviewed on 12 Jul, 2025

Hotel Athena
NH Siena
NH Siena
4 out of 5
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
The price is S$154 per night from 24 Jul to 25 Jul
S$154
24 Jul - 25 Jul
includes taxes & fees
8/10 Very Good! (996 reviews)
Very nice hotel
"Very nice and clean hotel. Just outside the ztl, close to historic city centre area."

Reviewed on 10 Jul, 2025

NH Siena
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 S$244 per night from 28 Jul to 29 Jul
S$244
28 Jul - 29 Jul
includes taxes & fees
9.2/10 Wonderful! (428 reviews)
"We were a group of 10 who just returned from a 4 night stay at this beautiful hotel. It exceeded our groups expectations. It is quaint, in a beautiful setting. The staff was excellent, accommodating any request that was made. Restaurant is very good, included breakfast was great, many choices. We ..."

Reviewed on 29 Jun, 2025

Hotel Borgo di Cortefreda Relais
See all 6,709 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.

Popular places to visit

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 quaint area.

Tenuta Torciano Winery

Medieval Criminal and Torture Museum

4/5(1 review)

This intriguing museum highlights the callousness of humans via displays of authentic and gruesome torture devices from around the world.

Medieval Criminal and Torture Museum

What to do in Castel San Gimignano

A guided visit of San Gimignano

Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting

S$283
per adult
100% of travellers recommend
Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting
Students and family friendly tours

Tuscany Vespa Tour from Florence with Wine Tasting

S$298
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

S$177
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
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 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.