San Gimignano Vacations from $633

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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 Firenze
Aurum Uffizi
The Moon Boutique Hotel & Spa
Eurostars Florence Boutique
Il Perseo
Don't see what you're looking for?
See all available trips from Columbus to San Gimignano
View all trips

Discover the most popular places to visit in San Gimignano

What to do in San Gimignano

San Gimignano Hotel Deals

Cappuccina Country Resort

Cappuccina Country Resort

4 out of 5
Loc La Cappuccina 46/a San Gimignano SI
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $179 total per night from Jan 23 to Jan 24
$179 total
Jan 23 - Jan 24
Total with taxes and fees
8.6/10 Excellent! (92 reviews)
Great stay. Very good experience.

Reviewed on Oct 20, 2025

Cappuccina Country Resort
Hotel Sovestro

Hotel Sovestro

3 out of 5
Localita Sovestro 63 San Gimignano SI
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $140 total per night from Jan 31 to Feb 1
$140 total
Jan 31 - Feb 1
Total with taxes and fees
9.4/10 Exceptional! (285 reviews)
Great Hotel

Reviewed on Nov 23, 2025

Hotel Sovestro
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

3 out of 5
Loc. San Donato San Gimignano SI
9/10 Wonderful! (446 reviews)
We enjoyed our stay. The biggest complaint is they did not supply assistance with bringing our luggage to the room. Especially, with the distance of the parking lot.

Reviewed on Oct 4, 2025

Hotel Casolare Le Terre Rosse
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 San Gimignano Vacation Packages

Things to do near San Gimignano

San Gimignano offers a romantic and entertaining getaway with a variety of outdoor activities. You can indulge in spa treatments, enjoy local theater, or embark on wine tours to taste the region's renowned wines. Explore unique San Gimignano experiences through organized trips and tours, making it the perfect destination for a memorable day trip. Whether you're strolling through charming streets or savoring local delicacies, there's something for everyone in this picturesque Tuscan town.

Shopping

In San Gimignano, check out Rossi Alabastri Volterra for unique alabaster gifts, located 10 miles away. If you're up for a drive, visit The Mall Luxury Outlet for luxury brands and family-friendly entertainment, 27 miles away, or the Central Market for a vibrant local experience, 24 miles away.

Recreation

Experience tranquility at Alta Val d'Elsa River Park, just 7 miles from San Gimignano, where you can enjoy nature walks and peaceful picnics. For a blend of culture and entertainment, visit Teatro del Silenzio, located 15 miles away. Golf enthusiasts will love the scenic Castelfalfi Golf Course, 11 miles from town.

Adventure

Explore the breathtaking Sentierelsa Trail, a hiking trail 5 miles from San Gimignano, surrounded by stunning scenery. For outdoor thrills, try Tuscany MTB Guide, located 19 miles away, offering exciting biking adventures. For speed enthusiasts, the Siena Circuit karting experience, 24 miles away, promises adrenaline-pumping fun.

Nightlife

Experience the vibrant nightlife in San Gimignano with a visit to Il Fiaschetto, a lively drinking pub located 12 miles away. Enjoy the romantic vibes and entertainment that make for a perfect evening out in this charming Tuscan town.

*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 romance and entertainment for outdoor enthusiasts. Explore its rich culture by visiting the stunning San Gimignano Cathedral, the historic castle, and nearby Castel San Gimignano. Don't miss the opportunity to discover the beautiful Tuscany region and take a short trip to Siena for an unforgettable experience. This charming town caters to all travelers seeking a unique city experience filled with history and romance.

  • San Gimignano Communal Palace: This historic Civic Government Building offers a glimpse into the rich cultural heritage of San Gimignano. Visitors can admire its stunning architecture and explore its art-filled interiors, which reflect the town's medieval past.
  • Piazza Duomo: A vibrant square at the heart of San Gimignano, Piazza Duomo is surrounded by beautiful buildings and offers a lively atmosphere. It's the perfect spot to soak in the local culture, enjoy a coffee, or simply people-watch.
  • Medieval Criminal and Torture Museum: Dive into the darker side of history at this intriguing museum. With exhibits showcasing medieval justice and punishment, it provides a unique and thought-provoking experience about the era’s legal practices.

Best time to go to San Gimignano

The best time to visit San Gimignano is dependent 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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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.

San Gimignano Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
3,300
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Tenuta Torciano Winery, Monteriggioni Castle and Sovestro in Poggio Winery

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 $633 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.

Explore a world of travel with Expedia

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