Castel San Gimignano Vacations from ￥327,822

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The Latest Castel San Gimignano Vacation Packages

Price found within the past 48 hours. Click for updated prices.
SPLENDIDE RIVIERA

SPLENDIDE RIVIERA

4 out of 5
per person
Oct 2 - Oct 8
found 21 hours ago
Roundtrip flight included
Tokyo (TYO) to Pisa (PSA)
No reviews
Grand Hotel Miramare

Grand Hotel Miramare

5 out of 5
per person
Oct 2 - Oct 8
found 21 hours ago
Roundtrip flight included
Tokyo (TYO) to Pisa (PSA)
9.6/10 Exceptional! (531 reviews)
Beautiful property, stylish and comfortable rooms, gorgeous views and the amenities were great. Piano player in the evening was a highlight and so was the beach. Highly recommend.

Reviewed on Jul 9, 2025

Grand Hotel Bristol Spa Resort - by R Collection Hotels

Grand Hotel Bristol Spa Resort - by R Collection Hotels

5 out of 5
per person
Oct 2 - Oct 8
found 21 hours ago
Roundtrip flight included
Tokyo (TYO) to Pisa (PSA)
9/10 Wonderful! (900 reviews)
Food is amazing. First class food and staff

Reviewed on Jul 31, 2025

Hotel Blu di Te

Hotel Blu di Te

4 out of 5
per person
Oct 2 - Oct 8
found 21 hours ago
Roundtrip flight included
Tokyo (TYO) to Pisa (PSA)
9.6/10 Exceptional! (210 reviews)
Amazing property smartly outfitted with an attention to detail that is rare! Staff is lovely and inviting. Felt as if I were visiting a wealthy eccentric friends villa in Italy!! Will be back for sure.

Reviewed on Aug 9, 2025

Rosabianca Boutique Hotel

Rosabianca Boutique Hotel

4 out of 5
per person
Oct 2 - Oct 8
found 21 hours ago
Roundtrip flight included
Tokyo (TYO) to Pisa (PSA)
9.2/10 Wonderful! (86 reviews)
Warm welcome from and very helpful

Reviewed on Jul 25, 2025

Find the Best Castel San Gimignano Vacation Packages

Castel San Gimignano Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is ￥22,476 per night from Aug 23 to Aug 24
￥22,476
￥25,585 total
Aug 23 - Aug 24
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Amazing staff and phenomenal food and views"

Reviewed on Aug 12, 2025

Hotel Athena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is ￥17,885 per night from Aug 18 to Aug 19
￥17,885
￥20,535 total
Aug 18 - Aug 19
includes taxes & fees
9.2/10 Wonderful! (684 reviews)
Just beautiful
"The building, the views, the staff, the food, everything was just incredible. It was so quiet we felt like we were the only people there until we went for breakfast and realised there were others in the hotel. The view from the our room at the back of the hotel over the Tuscan hills will live with ..."

Reviewed on Aug 9, 2025

Palazzo Ravizza
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

4 out of 5
Via Roma 191, Barberino Tavarnelle, FI
The price is ￥20,931 per night from Aug 28 to Aug 29
￥20,931
￥24,059 total
Aug 28 - Aug 29
includes taxes & fees
9.4/10 Exceptional! (443 reviews)
"Nice quiet place"

Reviewed on Aug 10, 2025

Hotel Borgo di Cortefreda Relais
See all 6,714 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.

Discover the most popular places to visit in Castel San Gimignano

San Gimignano Communal Palace

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.

San Gimignano Communal Palace
Piazza Duomo showing a church or cathedral and heritage architecture

Piazza Duomo

Browse the collections of ancient art, which grace the walls of the medieval landmarks that surround this resplendent public square.

Piazza Duomo

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.

Medieval Criminal and Torture Museum

What to do in Castel San Gimignano

Students and family friendly tours

Tuscany Vespa Tour from Florence with Wine Tasting

￥34,681
per adult
100% of travellers recommend
Tuscany Vespa Tour from Florence with Wine Tasting
San Gimignano: Chianti wine tasting and lunch

San Gimignano: Chianti wine tasting and lunch

￥12,121
per adult
San Gimignano: Chianti wine tasting and lunch
San Gimignano, Chianti & Montalcino small group from Siena

San Gimignano, Chianti & Montalcino small group from Siena

￥24,277
per adult
100% of travellers recommend
San Gimignano, Chianti & Montalcino small group from Siena
See all activities in Castel San Gimignano

Frequently asked questions

How much does a Castel San Gimignano vacation package cost?
You'll find cheap prices from ￥327,822 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 vacation 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 vacation 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 vacation 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 traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Castel San Gimignano vacation as a package?
You can enjoy significant savings on your next Castel San Gimignano break by booking a customized vacation 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 vacation 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 accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the perfect Castel San Gimignano vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.