Castel San Gimignano Vacations from $966
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Your Castel San Gimignano Vacation
With everything organized before you head off, our Castel San Gimignano vacation packages mean you can simply focus on enjoying your getaway. Whether you're staying in the neighborhood 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 vacation on Expedia.
The Latest Castel San Gimignano vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Duomo Firenze
Historic Centre of Florence
Price was $1,502, price is now $1,108 per person
$1,108
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Great location, very clean and beautiful views. Staff was very kind and helpful
Reviewed on Oct 28, 2026
Don't see what you're looking for?
See all available trips from Columbus to Castel San Gimignano
View all tripsWhat to do in Castel San Gimignano
Chianti Half Day Wine Tour from Florence
$28
per adult
88% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
$179
per adult
86% of travellers recommend
San Gimignano: Evening Flavors Dinner & Wine tasting
$63
per adult
Castel San Gimignano Hotel Deals
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $95 total per night from Nov 30 to Dec 1
$95 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,006 reviews)
"Hotel was fine, the staff need to communicate through what port to enter to avoid ZTL fine!! We got fined since we didn’t know. A lady staff was kind enough to email police department not to fine but it didn’t work. The hotel is on the edge of the ZTL zone and you need to enter through “San Marco” ..."
Reviewed on Oct 29, 2026
Castelfalfi
Località Castelfalfi Montaione FI
$793 nightly
The price is $883 total per night from Oct 31 to Nov 1
$883 total
Oct 31 - Nov 1
Total with taxes and fees
9.6/10 Exceptional! (190 reviews)
"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay ..."
Reviewed on Oct 29, 2026
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$295 nightly
The price is $331 total per night from Nov 30 to Dec 1
$331 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (644 reviews)
"Great stay!"
Reviewed on Oct 29, 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.
Find the Best Castel San Gimignano Vacation Packages
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 | 50ºF |
Max Temp Summer | 85ºF |
Top Sights | Tenuta Torciano Winery, Sovestro in Poggio Winery and Museo Civico |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
