San Gimignano Holidays from £237

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Your San Gimignano Holiday

With every last detail planned before you go, our San Gimignano holiday packages mean you can focus more on having fun. Whether you're based in the neighbourhood 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, organising your ultimate tailored San Gimignano holiday is simple with Expedia.

Top San Gimignano Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Aurum Uffizi
EXE Toscana
Residenza Florentia
Donati Luxury Tower Suites

Things to do near San Gimignano

San Gimignano, nestled in the heart of Tuscany, is perfect for a romantic getaway or an outdoor adventure. Visitors can indulge in spa treatments, enjoy local theatre, and explore the stunning landscapes. Key activities include sightseeing in Tuscany, embarking on Chianti trips, and taking day excursions to nearby attractions, ensuring a memorable experience in this charming medieval town.

Shopping

In San Gimignano, you can explore local shops for unique souvenirs. For a wider selection, Pitti Vintage is a charming store nearby. If you're up for a drive, the Central Market and The Mall Luxury Outlet offer extensive shopping experiences with various vibes and entertainment options.

Recreation

At Alta Val d'Elsa River Park, immerse yourself in nature's tranquility while enjoying scenic walks and relaxation. Teatro del Silenzio offers a romantic cultural experience, perfect for families seeking entertainment. For sports enthusiasts, Castelfalfi Golf Course provides an invigorating outdoor atmosphere with stunning views.

Adventure

Experience the breathtaking Hedonistic Hiking trail, located 16.1km from San Gimignano, perfect for outdoor enthusiasts and nature lovers. For a unique outdoor experience, visit Biolago Geotermico Acqua Harda, situated 37.0km away. Families can enjoy the fun-filled Wonder Park, an adventure zone 48.3km from the town.

Nightlife

In San Gimignano, enjoy the vibrant nightlife at Il Fiaschetto, a charming drinking pub located 19.3km away. This venue offers a delightful atmosphere with entertainment and romantic vibes, perfect for unwinding after a day of exploring the stunning Tuscan landscape.

*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, a charming medieval town in Tuscany, is perfect for romantic and outdoor getaways. Visitors can explore its captivating churches, museums, and castles, immersing themselves in the rich culture and history. Key highlights include the historic centre, the iconic medieval architecture, and the enchanting Castel San Gimignano, making it an ideal destination for those seeking a blend of romance and city experience.

  • Piazza della Cisterna: This picturesque square is the heart of San Gimignano, surrounded by medieval towers and charming buildings. It's the perfect spot to soak in the local culture, enjoy a gelato, and watch the world go by while surrounded by stunning architecture.
  • Medieval Criminal and Torture Museum: Delve into the darker side of history at this intriguing museum, which showcases the grim realities of medieval justice. Exhibits feature authentic instruments of torture and offer a fascinating insight into the legal practices of the past.
  • Castelvecchio: Explore the ruins of this historic fortress, which offers breathtaking views of the surrounding countryside. A visit here provides a unique glimpse into the town's past, along with a serene atmosphere perfect for reflection.

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
10ºC
Max Temp Summer
29ºC
Top Sights
Tenuta Torciano Winery, Monteriggioni Castle and Isole e Olena Winery

Top hotels in San Gimignano

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

3 out of 5
Loc. San Donato San Gimignano SI
The price is £150 per night from 24 May to 25 May
£150
24 May - 25 May
includes taxes & fees
9.2/10 Wonderful! (458 reviews)
We had the loveliest stay in Hotel Casolare! From the minute we arrived the staff were warm and welcoming and couldn't be more helpful! We stayed in the Cipresso apartment and it was perfect for the 4 of us staying with a well equipped kitchenette and a lovely patio area to sit out on! All very clean ...

Reviewed on 6 May 2026

Hotel Casolare Le Terre Rosse
Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano San Gimignano SI
The price is £152 per night from 14 May to 15 May
£152
14 May - 15 May
includes taxes & fees
9/10 Wonderful! (337 reviews)
Very nice stay. Perfect location to visit San Gimignano, Certaldo and other locations in the area.

Reviewed on 9 May 2026

Poderi Arcangelo
Mormoraia

Mormoraia

Agriturismo San Gimignano San Gimignano SI
The price is £525 per night from 9 Jun to 10 Jun
£525
9 Jun - 10 Jun
includes taxes & fees
9.6/10 Exceptional! (216 reviews)
Great sty ! All was fantastic.

Reviewed on 28 Apr 2026

Mormoraia
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

What to do in San Gimignano

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.