Castel San Gimignano Vacations from $1,002
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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.
Aurum Firenze
Historic Centre of Florence
Price was $1,572, price is now $1,002 per person
$1,002
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,025 reviews)
The location is excellent. Close to the train station, shops and restaurants. Room was very clean. Breakfast was included. all good.
Reviewed on Jun 19, 2026
Dimora Palanca Boutique & SPA
Historic Centre of Florence
Price was $2,256, price is now $1,435 per person
$1,435
per person
Aug 24 - Aug 28
found 15 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Florence (FLR)
9.2/10 Wonderful! (66 reviews)
I particularly love the authenticity of the building being hundreds of hundreds of years old and yet well cut, beautiful staff beautiful spa only lacking in the dining aspect but everything else was perfect. Highly recommend but recommend going out for dinner.
Reviewed on Nov 5, 2025
The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World
Historic Centre of Florence
Price was $3,066, price is now $1,953 per person
$1,953
per person
Aug 24 - Aug 28
found 15 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Florence (FLR)
10/10 Exceptional! (20 reviews)
Lovely stay. Highly recommend it!
Reviewed on Jun 11, 2026
Aurum Uffizi
Historic Centre of Florence
Price was $1,995, price is now $1,280 per person
$1,280
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,011 reviews)
The hotel was conveniently located, and the service was good. Overall, it was a pleasant stay. However, I hope the hotel improves its Wi-Fi coverage, as the connection can become unstable when multiple guests are accessing the network.
Reviewed on Jun 5, 2026
Don't see what you're looking for?
See all available trips from Columbus to Castel San Gimignano
View all tripsDiscover the most popular places to visit in Castel San Gimignano
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 Duomo
Browse the collections of ancient art, which grace the walls of the medieval landmarks that surround this resplendent public square.
San Gimignano Communal Palace
You can browse the exhibits at San Gimignano Communal Palace, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.
What to do in Castel San Gimignano
Tuscany Hiking Tour from Siena Including Wine Tasting
$70
per adult
100% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
$162
per adult
86% of travellers recommend
Castel San Gimignano Hotel Deals
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $167 total per night from Jul 19 to Jul 20
$167 total
Jul 19 - Jul 20
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"Excellent service from the staff on reception and the terrace restaurant. The room and balcony was clean and well maintained. Awesome breakfast."
Reviewed on Jun 14, 2026
Palazzo Ravizza
Pian dei Mantellini 34 Siena SI
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $147 total per night from Jul 13 to Jul 14
$147 total
Jul 13 - Jul 14
Total with taxes and fees
9.4/10 Exceptional! (817 reviews)
"Good location. Lovely outlook from back of property. Breakfast was very nice."
Reviewed on Jun 14, 2026
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$282 nightly
The price is $321 total per night from Jul 4 to Jul 5
$321 total
Jul 4 - Jul 5
Total with taxes and fees
9.2/10 Wonderful! (609 reviews)
"It is wonderful! Everything is nice!"
Reviewed on Jun 15, 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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- Visit Lucciana
- Visit Pignano
- Visit Val d'Elsa
- Borgatello Vacations
- Visit Borgatello
- Sovestro in Poggio Winery
- Ornithological Museum
- Piazza della Cisterna
- Museum of Sacred Art
- San Gimignano Vacations
- Rocca of Montestaffoli
- Fortress of Montestaffoli
- Piazza Luigi Pecori
- Archeological and Collegiate Church Museum
- Torre Grossa
- Medieval Criminal and Torture Museum
- San Gimignano Communal Palace
- Piazza Duomo
- Collegiate Church of Santa Maria Assunta
- Podesta's Palace
- Torre Rognosa
- Piazza delle Erbe
- Visit San Gimignano
- Visit Casole d'Elsa
- Fonti Medievali
- Sant'agostino Church
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.