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Your San Gimignano Vacation

With every last detail planned before you go, our San Gimignano vacation packages mean you can focus more on having fun. Whether you're based in the neighborhood of Montegabbro, which is good for history, or somewhere else in town, this lively city offers a wealth of discoveries. Collegiate Church of Santa Maria Assunta, Tenuta Torciano Winery and Piazza Duomo are just a few of the attractions you'll want to explore during your trip to San Gimignano. Whatever your travel plans or the size of your budget, organizing your ultimate tailored San Gimignano vacation is simple with Expedia.

The Latest San Gimignano vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi
The Sense Experience Resort
Palazzo Firenze by Baglioni Hotels & Resorts
The Moon Boutique Hotel & Spa
Hotel La Scaletta Al Ponte Vecchio
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Discover the most popular places to visit in San Gimignano

What to do in San Gimignano

San Gimignano Hotel Deals

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

RELAIS SANTA CHIARA - TUSCANY CHARME
Hotel Leon Bianco

Hotel Leon Bianco

3 out of 5
Piazza Della Cisterna 13, San Gimignano, SI
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $141 total per night from Aug 26 to Aug 27
$141 total
Aug 26 - Aug 27
Total includes taxes and fees
9.4/10 Exceptional! (538 reviews)
"Very beautiful spot in the heart of San Gimignano. Room was clean with all comforts. Staff has been very friendly and accommodating. To get here was a challenge and a bit difficult (use Google maps - Waze wouldn’t get us here) but it’s a lovely place to stay."

Reviewed on Aug 16, 2025

Hotel Leon Bianco
Villasanpaolo

Villasanpaolo

4 out of 5
Strada Provinciale Per Certaldo, San Gimignano, SI
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $240 total per night from Aug 26 to Aug 27
$240 total
Aug 26 - Aug 27
Total includes taxes and fees
8.8/10 Excellent! (216 reviews)
"Very nice hotel. Hope to stay there again."

Reviewed on Jun 13, 2025

Villasanpaolo
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.

Things to do near San Gimignano

San Gimignano is a charming destination perfect for culture-themed and romantic outdoor vacations. Visitors can enjoy a variety of activities including spa treatments, outdoor adventures, and theater performances. Key experiences to consider are guided San Gimignano trips and tours, delightful wine tours, and memorable day trips that showcase the town's rich history and stunning landscapes.

Shopping

For a delightful shopping experience in San Gimignano, visit Ra-Ma snc, just 4 miles away. If you're up for a drive, explore Central Market, 24 miles away, for a vibrant atmosphere, or The Mall Luxury Outlet, 27 miles away, offering a mix of luxury and family-friendly vibes.

Recreation

Teatro del Silenzio, located 15 miles from San Gimignano, offers a captivating blend of culture and romance, perfect for a serene evening. For outdoor enthusiasts, Castelfalfi Golf Course, 11 miles away, provides stunning landscapes and a challenging game. Additionally, Siena Stadium, 16 miles from town, is a hub for sports excitement.

Adventure

The Sentierelsa Trail offers stunning hiking experiences with scenic views, located 5 miles from San Gimignano. For outdoor enthusiasts, the Tuscany MTB Guide provides thrilling mountain biking adventures 19 miles away. For a rush of adrenaline, the Siena Circuit karting experience awaits you 24 miles from San Gimignano.

Nightlife

For an enjoyable night in San Gimignano, consider visiting Il Fiaschetto, a charming drinking pub located 12 miles away. With its lively atmosphere and romantic vibes, it's the perfect spot to unwind and experience the local nightlife while sipping on some delightful drinks.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in San Gimignano

San Gimignano offers a perfect blend of cultural, romantic, and outdoor experiences for travelers. Explore its enchanting churches, fascinating museums, and historic castles. Key attractions include the San Gimignano Cathedral and various local museums that showcase the charm of Tuscany. Whether you're discovering the town or delving into the surrounding countryside, San Gimignano promises a captivating journey filled with rich history and picturesque landscapes.

  • San Gimignano Communal Palace: This historic civic government building showcases stunning medieval architecture and serves as a cultural hub in San Gimignano. Visitors can explore its significant artworks and learn about the town's rich history while enjoying panoramic views from its tower.
  • Piazza Duomo: The heart of San Gimignano, this lively square is surrounded by beautiful buildings and offers a vibrant atmosphere. It's the perfect spot to soak in the local culture, grab a bite, and admire the impressive Duomo.
  • Medieval Criminal and Torture Museum: Step back in time at this unique museum, where you can discover the darker side of medieval justice. Exhibits of torture devices and informative displays provide a fascinating insight into historical practices.

Best time to go to San Gimignano

The best time to visit San Gimignano is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.2°F (5.1°C)Light RainMostly SunnySlightly LowSlightly Low
February43.3°F (6.3°C)Light RainMostly SunnySlightly LowSlightly Low
March48.4°F (9.1°C)Light RainMostly SunnyAverageAverage
April54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
May61.5°F (16.4°C)Light RainMostly SunnyAverageSlightly High
June70.7°F (21.5°C)Light RainSunnySlightly HighSlightly High
July76.3°F (24.6°C)No RainSunnySlightly HighAverage
August75.9°F (24.4°C)No RainSunnyAverageAverage
September67.6°F (19.8°C)Light RainMostly SunnyAverageSlightly High
October59.0°F (15.0°C)Light RainMostly SunnySlightly LowAverage
November50.4°F (10.2°C)Light RainMostly SunnySlightly HighSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnyAverageAverage

Tips to save on your trip to San Gimignano

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to San Gimignano.
  • Consider traveling during the off-peak season (typically January to February and November) for more affordable package holidays to San Gimignano.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

More vacations you might like

Frequently asked questions

How much does a San Gimignano vacation package cost?
You can snap up a vacation package to this destination from $702 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'd like to score a cheap San Gimignano vacation package, consider visiting in November, December and January. You'll generally find lower prices on airfares and hotels during these quieter months — ideal for budget-conscious travelers.
How many days is enough for San Gimignano?
San Gimignano vacations can be short or long, but to get a true feel for this destination, we'd say 3 days is about right. With this timeframe, you can visit top sights like Museo Civico and Museum San Gimignano 1300 and track down some hidden gems. Don't skip neighborhoods such as San Gimignano City Centre and Bibbiano either. If you plan wisely, you may even be able to take a day trip outside of San Gimignano too.
Is it worth booking a vacation package to San Gimignano?
San Gimignano has everything you need for an amazing trip — walking trails, nature and history are just the start. Whether you'd like to visit sights such as Collegiate Church of Santa Maria Assunta and Piazza Duomo, or take the path less traveled, you'll have plenty to do on your San Gimignano vacation.
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: The things you plan to do in San Gimignano and your preferred season can help you decide when to get away.
  2. Set a budget: Factor in expenses like food, flights and transportation when calculating how much to save for your trip to San Gimignano. Then, choose a hotel that fits your budget, whether that's a low-cost stay or a more upscale retreat.
  3. Use Expedia's trip planning tool to discover San Gimignano: Research every part of your trip to San Gimignano with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Determine how many days away: Start by compiling a list of the activities and attractions you want to get to in San Gimignano. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your accommodations and airfare: Once you've nailed down your dates and duration, lock in the ideal San Gimignano vacation package for you.
  6. Add on excursions and experiences: Have a look at our travel guide to find some incredible things to do in San Gimignano. Book tickets or make reservations in advance to save time and skip the hassle of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later San Gimignano vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your San Gimignano vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.