San Gimignano Trips (flight + hotel)

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Top hotels in San Gimignano

RELAIS SANTA CHIARA - TUSCANY CHARME

RELAIS SANTA CHIARA - TUSCANY CHARME

4 out of 5
Via Giacomo Matteotti, 15, San Gimignano, SI
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (383 reviews)
"We loved our stay. The hotel had really nice breakfasts included and the pool was fantastic after a hot day walking around the old city. We had a standard room and we were expecting it to be small. It was very small - it was difficult to find space for our cases and the shower was so small that it ..."

Reviewed on Jul 20, 2025

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RELAIS SANTA CHIARA - TUSCANY CHARME
Villasanpaolo

Villasanpaolo

4 out of 5
Strada Provinciale Per Certaldo, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is P12,068 per night from Aug 26 to Aug 27
P12,068
P13,740 total
Aug 26 - Aug 27
includes taxes & fees
8.8/10 Excellent! (216 reviews)
"Very nice hotel. Hope to stay there again."

Reviewed on Jun 13, 2025

Villasanpaolo
Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano, San Gimignano, SI
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (305 reviews)
Beautiful - But need a car
"Our stay at Poderi Arcangelo in the rolling hills of San Gimignano was nothing short of magical. Surrounded by vineyards and olive groves, the views were the kind that stop you in your tracks – especially at sunset when the Tuscan hills glow gold. The food was exceptional every day, with authentic ..."

Reviewed on Aug 9, 2025

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Poderi Arcangelo
See all 581 properties in 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

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 San Gimignano

Students and family friendly tours

Tuscany Vespa Tour from Florence with Wine Tasting

P13,478
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

P8,019
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
San Gimignano: Chianti wine tasting and lunch

San Gimignano: Chianti wine tasting and lunch

P4,711
per adult
San Gimignano: Chianti wine tasting and lunch
See all activities in San Gimignano

Frequently asked questions

How much does a San Gimignano vacation package cost?
You can snap up a vacation package to this destination on Expedia. But how much your vacation to San Gimignano costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to San Gimignano?
If you're hoping to book a cheap San Gimignano vacation package, consider visiting in December, January and February. You'll generally find better rates on hotels and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for San Gimignano?
To get the most out of your San Gimignano vacation, we recommend staying for 3 days. Divide your time between visiting Museo Civico, Museum San Gimignano 1300 and other must-see attractions, as well as experiencing neighborhoods like San Gimignano City Centre and Bibbiano. If you've got some time to spare, include a day trip or tour in your San Gimignano vacation itinerary.
Is it worth booking a vacation package to San Gimignano?
Whether you're looking to check out major attractions such as Piazza Duomo and Collegiate Church of Santa Maria Assunta on your San Gimignano vacation, or coming for its great nature, views and walking trails, there's something for everyone here. With so many things to see and do, you'll soon learn why so many families think San Gimignano is a good vacation destination.
How to find the best San Gimignano package deals?
Bagging a cheap San Gimignano package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly San Gimignano package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a San Gimignano vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking stays and flights separately. Better still, you can personalize your San Gimignano trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to San Gimignano?
If you've got your San Gimignano vacation dates confirmed, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to San Gimignano?

  1. Pick your dates: What you'd like to do in San Gimignano and your preferred season will help you decide when to get away.
  2. Budget wisely: On top of the price of your stay, you should factor in other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to San Gimignano.
  3. Decide your trip length: Consider how much time you want to spend exploring San Gimignano. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, lock in the right 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.