Castel San Gimignano Vacation Packages
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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.
Top Castel San Gimignano Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi
Historic Centre of Florence
Price was CA $2,846, price is now CA $1,814 per person
CA $1,814
per person
Jun 28 - Jul 4
found 22 hours ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
7.6/10 Good! (1,011 reviews)
I had a wonderful stay at Aurum Uffizi. The staff were kind, friendly, and very helpful throughout my stay. The room was clean and comfortable, and the AC worked perfectly. The food was always fresh and enjoyable. Even though the hotel is close to shops, restaurants, and major tourist attractions, the area felt very safe and quiet, making it a perfect place to relax during my holiday. Highly recommended!
Reviewed on May 14, 2026
Aurum Firenze
Historic Centre of Florence
Price was CA $2,785, price is now CA $1,820 per person
CA $1,820
per person
Jul 26 - Aug 1
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Nice to have a safe and refrigerator. Breakfast had a nice choice but the room was small and you had to sign up for a time. Shower was so tiny that you couldn’t bend over and had no light. Bed had no blanket- just a sheet.
Reviewed on May 15, 2026
Monastero di Cortona Hotel & Spa
Cortona Old Town
Price was CA $3,089, price is now CA $2,179 per person
CA $2,179
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
10/10 Exceptional! (274 reviews)
Everything was perfect. Customer service was everything. The classic room itself is slightly small, but a lovely big bathroom, and we were hoping for a view but understandably that would be the deluxe room. We used the spa amenities and it was pretty good for the price - recommended after a day or two of walking up and down the steep hills. Overall we will stay again. It was a beautiful hotel with lovely people working there, filled with so much history.
Reviewed on May 9, 2026
Bernini Palace
Historic Centre of Florence
Price was CA $3,874, price is now CA $2,803 per person
CA $2,803
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.8/10 Exceptional! (1,009 reviews)
Great location. Very luxurious. Great bar
Reviewed on May 15, 2026
Hotel Miceli - Civico 50
Historic Centre of Florence
Price was CA $2,593, price is now CA $1,886 per person
CA $1,886
per person
Jul 26 - Aug 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9/10 Wonderful! (254 reviews)
Room was lovely with opening window and small terrace with table to sit outside. Common areas available. No fridge in room but fridge available in common area. Bed super comfortable. Easy walking distance to train station and tourist area.
Reviewed on May 12, 2026
Castel San Gimignano Hotel Deals
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $307 per night from Jun 3 to Jun 4
CA $307
CA $345 total
Jun 3 - Jun 4
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
Good location, great staff, nice views from the rooftop bar. I would stay again.
Reviewed on May 16, 2026
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $785 per night from Jun 3 to Jun 4
CA $785
CA $879 total
Jun 3 - Jun 4
includes taxes & fees
9.2/10 Wonderful! (605 reviews)
Loved the location Restaurant was outstanding!!
Reviewed on May 14, 2026
Palazzo Ravizza
Pian dei Mantellini 34 Siena SI
The price is CA $222 per night from Jun 15 to Jun 16
CA $222
CA $253 total
Jun 15 - Jun 16
includes taxes & fees
9.4/10 Exceptional! (798 reviews)
Nice outdoor seating area. Sorry but no staff for helping
Reviewed on May 14, 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.
Discover the most popular places to visit in Castel San Gimignano
Piazza della Cisterna
4.5/5(17 reviews)
Admire the palaces and towers that frame this beautiful square, which was once a medieval marketplace. Today, it’s a venue for cultural events.
Tenuta Torciano Winery
5/5(1 review)
You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this relaxing area.
Medieval Criminal and Torture Museum
This intriguing museum highlights the callousness of humans via displays of authentic and gruesome torture devices from around the world.
What to do in Castel San Gimignano
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
CA $79
per adult
78% of travellers recommend
Chianti Half Day Wine Tour from Florence
CA $40
per adult
88% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
CA $224
per adult
86% of travellers recommend
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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.
