Castel San Gimignano Holidays from £441

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Your Castel San Gimignano Holiday

With everything organised before you head off, our Castel San Gimignano holiday packages mean you can simply focus on enjoying your getaway. Whether you're staying in the neighbourhood of Montegabbro, which is great for history, or someplace else, this lively city offers a wealth of discoveries. Make your trip to Castel San Gimignano even more fulfilling by including some sightseeing. Collegiate Church of Santa Maria Assunta, Piazza Duomo and Medieval Criminal and Torture Museum are some of the top attractions worth exploring. A few quick clicks is all it takes to put together your perfect Castel San Gimignano holiday on Expedia.

Top Castel San Gimignano Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Park Hotel Villa Ariston

Park Hotel Villa Ariston

4 out of 5
Price was £899, price is now £441 per person
£441
per person
16 Jun - 20 Jun
found 1 day ago
Return flight included
London (STN) to Florence (FLR)
8.8/10 Excellent! (128 reviews)
Amazing property with good facilities. Easy access to the beach and local restaurants. Simming pool is excellent and the staff very friendly. You can have a nice and peaceful stay there

Reviewed on 8 Sept 2024

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £879, price is now £490 per person
£490
per person
6 Jun - 10 Jun
found 20 hours ago
Return flight included
London (LGW) to Florence (FLR)
9.6/10 Exceptional! (515 reviews)
The staff member working the shift on April 4, 2026, the day of our departure, was rude and unhelpful. In contrast, the staff member on the previous day, the day of our arrival, was very kind and helpful. He assisted us with everything and even booked a restaurant for us. The property itself is nice, and the rooms are pleasant. However, our experience with the staff member on the day of departure was disappointing.

Reviewed on 8 Apr 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was £1,710, price is now £1,010 per person
£1,010
per person
28 May - 31 May
found 2 hours ago
Return flight included
London (STN) to Florence (FLR)
9.4/10 Exceptional! (124 reviews)
Most gorgeous setting, lovely staff and delicious food. We will definitely be back!

Reviewed on 5 Apr 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £1,179, price is now £733 per person
£733
per person
21 May - 25 May
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
8.6/10 Excellent! (483 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on 13 Dec 2025

LHP Hotel Montecatini Palace & SPA

LHP Hotel Montecatini Palace & SPA

5 out of 5
Save 100% on your flight
Price was £1,022, price is now £636 per person
£636
per person
13 May - 20 May
found 20 hours ago
Return flight included
London (LGW) to Florence (FLR)
9/10 Wonderful! (197 reviews)
The city is simple and the thermal spa was wonderful, we had fun on the funicular. I booked 2 rooms by mistake and they fixed my problem. Marianne was very helpful

Reviewed on 1 Oct 2025

Castel San Gimignano Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
150
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Tenuta Torciano Winery, Sovestro in Poggio Winery and Museo Civico

Top hotels in Castel San Gimignano

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is £165 per night from 13 Apr to 14 Apr
£165
13 Apr - 14 Apr
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
Walkable to town center. Comfy beds and spotless rooms. Front desk is delightful and helpful. Excellent breakfasts that you will miss later :)

Reviewed on 5 Apr 2026

Hotel Athena
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A Poggibonsi SI
Fully refundableReserve now, pay when you stay
The price is £54 per night from 12 Apr to 13 Apr
£54
12 Apr - 13 Apr
includes taxes & fees
8/10 Very Good! (481 reviews)
I highly recommended

Reviewed on 14 Oct 2025

Hotel Ristorante Alcide
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
The price is £111 per night from 13 Apr to 14 Apr
£111
13 Apr - 14 Apr
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Pretty basic stay, the bed was very hard and the pillows thin. Breakfast was generous in portions and okay given the accommodations. Staff was helpful and kind, including when we had a problem with the heating.

Reviewed on 7 Apr 2026

Hotel Chiusarelli
See all 6,250 properties in Castel 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.
All Inclusive Holidays
All Inclusive Holidays
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Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Piazza della Cisterna

Piazza della Cisterna

Admire the palaces and towers that frame this beautiful square, which was once a medieval marketplace. Today, it’s a venue for cultural events.

Piazza della Cisterna
Piazza delle Erbe

Piazza delle Erbe

Watch the world go by and admire San Gimignano’s medieval architecture from the comfort of a café terrace at this central square.

Piazza delle Erbe

Tenuta Torciano Winery

You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area.

Tenuta Torciano Winery

What to do in Castel San Gimignano

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

£21
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

£43
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Tuscany Hiking Tour from Siena Including Wine Tasting

Tuscany Hiking Tour from Siena Including Wine Tasting

£52
per adult
Tuscany Hiking Tour from Siena Including Wine Tasting
See all activities in Castel 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.