San Gimignano Holidays
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Top San Gimignano flight + hotel deals
- Via Del Santo
2 Sept - 6 SeptVia Del Santo + Flight
Vernazza4 nights1.0 star property8.8/10 - Excellent (45 reviews)"Excellent location. Great property"Reviewed July 18, 2026Return • Athens (ATH) - Pisa (PSA)ATH - PSA • 1 stop PSA - ATH • 1 stop€1,002€664found 1 day agoper traveller - Park Hotel Villa Ariston
31 Aug - 6 SeptPark Hotel Villa Ariston + Flight
Camaiore5 nights4.0 star property8.8/10 - Excellent (135 reviews)Return • Dublin (DUB) - Florence (FLR)DUB - FLR • 1 stop FLR - DUB • 1 stop€1,725€1,013found 2 days agoper traveller - Hotel Villa Barsanti
31 Aug - 6 SeptHotel Villa Barsanti + Flight
Pietrasanta5 nights3.0 star property9.2/10 - Wonderful (47 reviews)"The hotel was lovely as usual. But most importantly, the staff were top-notch. Everyone at the hotel made it a place to want to come back to. It was a great hotel experience. And we send all the staff a big Gratzie!, Arrividerci. "Reviewed July 29, 2023Return • Dublin (DUB) - Florence (FLR)DUB - FLR • 1 stop FLR - DUB • 1 stop€1,081€688found 2 days agoper traveller - Mondial Resort & Spa
31 Aug - 6 SeptMondial Resort & Spa + Flight
Pietrasanta5 nights4.0 star property8.6/10 - Excellent (137 reviews)"The service was excellent. Friendly and helpful staff. The hotel is beautiful and located in a stunning location. The pool was losing tiles which made it look a little rundown. The rooms were cleaned every day and were maintained well, however the rooms were smaller than expected- didn’t bother us too much as we didn’t stay in the room much anyway. Overall, great hotel!"Reviewed July 18, 2026Return • Dublin (DUB) - Florence (FLR)DUB - FLR • 1 stop FLR - DUB • 1 stop€1,295€873found 2 days agoper traveller - The Poet Hotel
2 Sept - 6 SeptThe Poet Hotel + Flight
La Spezia Historic Centre4 nights4.0 star property9.2/10 - Wonderful (1,007 reviews)"We had a very pleasant stay at this hotel. The staff were incredibly friendly, welcoming, and always ready to help with anything we needed. They made us feel comfortable throughout our stay. The hotel itself was great, and we truly enjoyed our time here. If we are ever back in this area, we will definitely choose this hotel again. Highly recommended!"Reviewed July 27, 2026Return • Athens (ATH) - Pisa (PSA)ATH - PSA • 1 stop PSA - ATH • 1 stop€994€702found 1 day agoper traveller
Where to stay in San Gimignano
San Gimignano City Centre
San Gimignano City Centre is noteworthy for its historical sites, and you can make a stop at top attractions like Piazza Duomo and San Gimignano Communal Palace.
Discover the most popular places to visit in San Gimignano
What to do in San Gimignano
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Florence Day Trip: Medieval Villages & Cooking Class
Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery
San Gimignano Hotel Deals
Hotel Pescille by Double Hospitality
Hotel Pescille by Double Hospitality
L'Antico Pozzo Boutique Hotel Storico
L'Antico Pozzo Boutique Hotel Storico
Hotel Casolare Le Terre Rosse
Hotel Casolare Le Terre Rosse
Locanda Il Pino
Locanda Il Pino
Palazzo al Torrione 2
Palazzo al Torrione 2Frequently Asked Questions
How much does a San Gimignano holiday package cost?
You can snap up a holiday package to this destination from €664 on Expedia. But how much your holiday 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 holiday 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 holiday, 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 neighbourhoods 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 holiday itinerary.
Is it worth booking a holiday 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 holiday, 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 holiday 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 customise your search by "Property class," "Number of bedrooms," "Traveller 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book a San Gimignano holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking stays and flights separately. Better still, you can personalise 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 holiday package to San Gimignano?
If you've got your San Gimignano holiday 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?
- Pick your dates: What you'd like to do in San Gimignano and your preferred season will help you decide when to get away.
- 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.
- 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.
- Bundle your airfare and accommodation: After you've nailed down your travel dates and duration, lock in the right San Gimignano holiday package for you.
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Things to do near San Gimignano
San Gimignano offers a delightful mix of romantic and outdoor activities, making it an ideal destination for a memorable vacation. Visitors can indulge in relaxing spa treatments, enjoy theatrical performances, or explore the beautiful surroundings through various sightseeing tours in Tuscany. Don't miss the chance to embark on a Chianti trip or take day trips to discover the enchanting landscapes and rich culture of the region.
Shopping
San Gimignano offers delightful shopping experiences with local artisans and quaint boutiques. If you're up for a drive, The Mall Luxury Outlet and I Gigli Shopping Center, both 43.5km away, provide a vibrant mix of luxury brands and family-friendly entertainment. Conte of Florence Factory Outlet, 41.8km away, is also worth a visit.
Recreation
Experience the serene Castelfalfi Golf Course, set amidst rolling hills, offering a refreshing outdoor atmosphere just 17.7km from San Gimignano. Alternatively, enjoy the vibrant energy at Palasport Mens Sana and Siena Stadium, both 25.7km away, perfect for sports enthusiasts seeking excitement and wellness.
Adventure
Explore the Sentierelsa Trail, a scenic hiking route located 8.0km from San Gimignano, offering stunning views and a true adventure experience. For a unique outdoor vibe, visit Biolago Geotermico Acqua Harda, situated 37.0km away, or enjoy family-friendly fun at Wonder Park, 48.3km from the town.
Nightlife
For a lively night in San Gimignano, visit Il Fiaschetto, a charming pub located 19.3km away. Here, you can enjoy a romantic atmosphere infused with entertainment vibes, making it a perfect spot to unwind and socialise after a day of exploring this beautiful town.
Find the best attractions in and around San Gimignano
San Gimignano, a picturesque medieval town in Tuscany, is ideal for romantic and outdoor getaways. Visitors can explore its enchanting churches, historic castles, and intriguing museums, immersing themselves in rich culture and captivating city experiences. Key attractions include the medieval city itself, the renowned Castel San Gimignano, and various tourist destinations that showcase the town's charm and history, making it a perfect spot for travellers seeking both adventure and romance.
- Medieval Criminal and Torture Museum: Step into the haunting past at this intriguing museum, which showcases a chilling collection of medieval torture devices and criminal artifacts. The cultural experience immerses you in the darker aspects of history, offering a unique perspective on justice and punishment in the Middle Ages.
- Piazza Luigi Pecori: This charming piazza is the heart of San Gimignano, where vibrant city life unfolds. Surrounded by stunning architecture, it’s the perfect spot to enjoy a leisurely coffee while soaking in the local culture and atmosphere, making it a delightful gathering place for visitors and locals alike.
- Monteriggioni Castle: A short distance from San Gimignano, this historic castle is a remarkable example of medieval architecture. Surrounded by ancient walls, exploring the castle offers breathtaking views and a glimpse into the area's rich history, making it a must-visit for history enthusiasts.
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.
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 to San Gimignano during the low season (January to February and November) for more affordable options.
- 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.